Title: Madison Vacation Rentals from $183: Search Short-Term Rentals | Expedia.com

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![A Connecticut home in autumn surrounded by colorful foliage.](https://images.trvl-media.com/place/8791/579db867-4a05-43b0-acaa-e0e5981d4123.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/8791/579db867-4a05-43b0-acaa-e0e5981d4123.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=8791&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=8791&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=8791&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=8791&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Madison vacation rentals

![View from property](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/b135be5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, bed sheets](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/0c6e71a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/ca76e60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/544f5445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

[](https://www.expedia.com/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information)

East Haddam

9.6/10

Exceptional

(109 reviews)

"Staff was sooo helpful that stood out the most honestly I loved it I’ll book again definitely "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aliah

$159 nightly

$183 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/2ca462c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/29b6a8ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/77ded06a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/7d66373d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Stern at Soundview · Beach+Ocean+Sunrise

[](https://www.expedia.com/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information)

Old Lyme

10/10

Exceptional

(3 reviews)

"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lylian

$187 nightly

$209 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/f4eab9e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/ede1bdeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/07925577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/b3ac7c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront Boho Tiny House

[](https://www.expedia.com/East-Lyme-Hotels-Lakefront-Boho-Tiny-House.h111496436.Hotel-Information)

East Lyme

10/10

Exceptional

(4 reviews)

"Every thing was amazing "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Annaliaa C.

$193 nightly

$219 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/East-Lyme-Hotels-Lakefront-Boho-Tiny-House.h111496436.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/947697cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/0298db95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/bec199ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/259b8f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rogers Lake House (87) · CT College+Beach+USCGA

[](https://www.expedia.com/Old-Lyme-Hotels-Rogers-Lake-House.h105301933.Hotel-Information)

Old Lyme

10/10

Exceptional

(5 reviews)

"We were very comfortable during our stay. The amenities at the house and in the vicinity were great. Our hosts were very responsive in answering our questions. We watched the World Series on the large screen TV in the den. All the family members we had stay with us during the week had ample space to sleep and stretch out. We loved the Yoga studio too. Many thanks!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicole B.

$370 nightly

$417 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Old-Lyme-Hotels-Rogers-Lake-House.h105301933.Hotel-Information)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/2e009ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/8e3d5f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/b4ee006e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/0c11d8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1-bedroom cottage with Grove Beach 🏖️ access.

[](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information)

Clinton

9.6/10

Exceptional

(35 reviews)

"Many local restaurants near by. Christy's for breakfast was very good. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Benjamin H.

$159 nightly

$180 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/abc38fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/cc285c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/be573e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/90f4ffc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Angelica’s safe haven @ west haven

[](https://www.expedia.com/West-Haven-Hotels-Angelicas-Safe-Haven-West-Haven.h95033642.Hotel-Information)

West Haven

10/10

Exceptional

(6 reviews)

"Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Veronica

$282 nightly

$320 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/West-Haven-Hotels-Angelicas-Safe-Haven-West-Haven.h95033642.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/3f0d43b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/17c0663e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/3a7a158a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/878d2c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bay Cottage · Rocky Neck Park, Beach & Niantic

[](https://www.expedia.com/Niantic-Hotels-The-Bay-Cottage-Rocky-Neck-Park.h109114296.Hotel-Information)

East Lyme

9.0/10

Wonderful

(4 reviews)

"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah G.

$322 nightly

$362 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Niantic-Hotels-The-Bay-Cottage-Rocky-Neck-Park.h109114296.Hotel-Information)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111158/09be7b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111158/229e8190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111158/c0cd40cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111158/b812e781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Living! Apt 1 Mi to West Haven Medical Center

[](https://www.expedia.com/West-Haven-Hotels-2-Mi-To-Beach.h122111158.Hotel-Information)

West Haven

$311 nightly

$358 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/West-Haven-Hotels-2-Mi-To-Beach.h122111158.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/113000000/112999100/112999076/9fd3ea2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/113000000/112999100/112999076/w4027h3019x0y0-7deed843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/113000000/112999100/112999076/c48a29ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/113000000/112999100/112999076/d0920f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  The Nest At Elm City Flats.

[](https://www.expedia.com/New-Haven-Hotels-Overlook-New-Haven-In-This-2-BDR-Peaceful-Carribean-Nest.h112999076.Hotel-Information)

West New Haven

9.6/10

Exceptional

(7 reviews)

"We had a great stay at this apartment. You do have to go up three flight of stairs but thankfully we were able to climb them. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joan S.

$206 nightly

$234 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/New-Haven-Hotels-Overlook-New-Haven-In-This-2-BDR-Peaceful-Carribean-Nest.h112999076.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/66000000/65400000/65395700/65395652/9bd3b6fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65400000/65395700/65395652/cfcd4e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65395700/65395652/756b3f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65400000/65395700/65395652/b4b47dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Remodeled with deck. Close to town center

[](https://www.expedia.com/Wallingford-Hotels-Newly-Remodeled-With-Deck-Close-To-Town-Center.h65395652.Hotel-Information)

Wallingford

10/10

Exceptional

(2 reviews)

"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen F.

$271 nightly

$288 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Wallingford-Hotels-Newly-Remodeled-With-Deck-Close-To-Town-Center.h65395652.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/dad41f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/f2a274b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/4b86b544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/eacee686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All New Studio apartment in center of town

[](https://www.expedia.com/Wallingford-Hotels-All-New-Studio-Apartment-In-Center-Of-Town.h103029991.Hotel-Information)

Wallingford Center

10/10

Exceptional

(2 reviews)

"I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nadine C.

$271 nightly

$288 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Wallingford-Hotels-All-New-Studio-Apartment-In-Center-Of-Town.h103029991.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115180000/115179200/115179179/ee04346f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115180000/115179200/115179179/2f2baac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115180000/115179200/115179179/4870764e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/116000000/115180000/115179200/115179179/a420dc0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!

[](https://www.expedia.com/New-Haven-Hotels-DTWN-I-Near-Yale-I-King-Beds-I-Free-Parking-I-Gym-I-Free-Coffee-I-Pets-Welcome.h115179179.Hotel-Information)

Downtown New Haven

10/10

Exceptional

(2 reviews)

"We loved this rental. The location is one you might not think is good BUT IT IS. I loved the location. Great coffee shop around the corner. Short walk to great restaurants and it was a safe location. I will stay here again. Also the two bedrooms with two bathrooms is rare and each bedroom with a king bed is super rare. I highly recommend this rental and Joshua was so great and helpful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharla C.

$299 nightly

$339 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/New-Haven-Hotels-DTWN-I-Near-Yale-I-King-Beds-I-Free-Parking-I-Gym-I-Free-Coffee-I-Pets-Welcome.h115179179.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107770000/107768300/107768288/34f065dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107770000/107768300/107768288/54117e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107770000/107768300/107768288/68850571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107770000/107768300/107768288/956eed40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The little Chestnut. A charming historic apartment in Downtown Chester

[](https://www.expedia.com/Chester-Hotels-Charming-Apartment-In-Chester.h107768288.Hotel-Information)

Chester Center

10/10

Exceptional

(6 reviews)

"A lovely little place! Everything we needed, in a great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael S.

$321 nightly

$363 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Chester-Hotels-Charming-Apartment-In-Chester.h107768288.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/0f4ff70e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/7a8ef60f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/b7591d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/9eb51e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Lakefront Tiny House

[](https://www.expedia.com/East-Lyme-Hotels-Cozy-Lakefront-Tiny-House.h111580292.Hotel-Information)

East Lyme

10/10

Exceptional

(3 reviews)

"It was a peaceful and quant "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patricia M.

$199 nightly

$226 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/East-Lyme-Hotels-Cozy-Lakefront-Tiny-House.h111580292.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/f4556137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/c55a23f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/28ce53e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/d2e5a74a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### #24 \*Serenity\* A Lakefront Cottage Retreat

[](https://www.expedia.com/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information)

Middletown

9.8/10

Exceptional

(21 reviews)

"We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nichole N.

$309 nightly

$331 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/faf6d210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/eb680fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/1a3310e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/96041570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Guest Suite in Historic Home

[](https://www.expedia.com/Middletown-Hotels-Cozy-Guest-Suite-In-Historic-Home.h119305470.Hotel-Information)

Middletown

10/10

Exceptional

(1 review)

"Perfect for a single traveler. Clean, roomy, quaint room. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brooke

$190 nightly

$215 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Middletown-Hotels-Cozy-Guest-Suite-In-Historic-Home.h119305470.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/50a4b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/4c94831d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/1fef5fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/d8cf55dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Once the old Schools house now a newly furnished Apartment

[](https://www.expedia.com/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information)

Wallingford Center

9.0/10

Wonderful

(13 reviews)

"Excellent option for a short stay near the heart of it all in Wallingford."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeanette W.

[](https://www.expedia.com/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118890000/118881500/118881444/37c47c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/119000000/118890000/118881500/118881444/fb37f317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/119000000/118890000/118881500/118881444/82ed74e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118890000/118881500/118881444/daf516dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleeps 7 + PS5 and Game Table + Parking + Yale 5 Min

[](https://www.expedia.com/Hamden-Hotels-Seven-Sleeps-Patio-Retreatlake-Two-In-One-Game-TablePS5.h118881444.Hotel-Information)

West New Haven

10/10

Exceptional

(1 review)

"This place was very clean and Michael was great, answering all my questions quickly. check in was simple just a code to get in it was very updated and the beds were very comfortable. It was close to Yale and to some great pizza places"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sabrina P.

$294 nightly

$333 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Hamden-Hotels-Seven-Sleeps-Patio-Retreatlake-Two-In-One-Game-TablePS5.h118881444.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/2372fa1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/659e94b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/0984b254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/a0cac3d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

[](https://www.expedia.com/Southington-Hotels-Welcoming-1500-Square-Foot-3-Bedroom-House-Completely-Remodeled-In-Southington.h122391367.Hotel-Information)

Southington

10/10

Exceptional

(2 reviews)

"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cindy M.

$448 nightly

$508 total

Feb 14 - Feb 15

Total with taxes and fees

[](https://www.expedia.com/Southington-Hotels-Welcoming-1500-Square-Foot-3-Bedroom-House-Completely-Remodeled-In-Southington.h122391367.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707168/67fb0c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707168/97101407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707168/c11b890f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707168/bd4611e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### #23 \*COMFORT & LUXURY\* 3 BR/2 BA House

[](https://www.expedia.com/Southington-Hotels-23-COMFORT-LUXURY-3-BR2-BA-House.h90707168.Hotel-Information)

Southington

9.8/10

Exceptional

(8 reviews)

"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ryan A.

$327 nightly

$351 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Southington-Hotels-23-COMFORT-LUXURY-3-BR2-BA-House.h90707168.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23&regionId=8791&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America&regionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America&regionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America&regionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America&regionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APART_HOTEL)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America&regionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CONDO)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America&regionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=HOUSE_BOAT)

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## Top Madison Hotel Reviews

![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg)

### Holiday Inn Express Southington by IHG

10/10 Excellent

"Overall great stay. Staff was friendly and helpful, room was clean, breakfast was nice, and the gym was well taken care of. We had loud neighbors one night, but we called the desk and the helped us out instantly. Overall, we felt very comfortable here. "

[](https://expedia.com/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information)

![Cambria Hotel New Haven University Area](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg)

### Cambria Hotel New Haven University Area

10/10 Excellent

"Lovely "

[](https://expedia.com/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information)

![Home2 Suites by Hilton East Haven New Haven](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg)

### Home2 Suites by Hilton East Haven New Haven

10/10 Excellent

"Clean"

[](https://expedia.com/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information)

![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg)

### New Haven Hotel

10/10 Excellent

"Clean, well designed rooms."

[](https://expedia.com/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information)

![Homewood Suites by Hilton Orange New Haven](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/cf46bed4_y.jpg)

### Homewood Suites by Hilton Orange New Haven

10/10 Excellent

"Omg. Where do I start? What impressed me the most was the welcoming staff. Upon arriving in my room, the televisions displayed a personalized welcome message with my name, which was cool. My room was magnificent! Beautiful. Modern. Very clean. Smelled wonderful!"

[](https://expedia.com/New-Haven-Hotels-Homewood-Suites-By-Hilton-Orange-New-Haven.h38979983.Hotel-Information)

![Best Western Executive Hotel Of New Haven - West Haven](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg)

### Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent

"Good hotel every clean 😍"

[](https://expedia.com/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information)

![Courtyard by Marriott New Haven Orange-Milford](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/bdad3f31_y.jpg)

### Courtyard by Marriott New Haven Orange-Milford

10/10 Excellent

"People were nice, room was clean and spacious. Bed was a little soft and breakfast choices were little limited. But overall great stay at a great price."

[](https://expedia.com/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.Hotel-Information)

![Motel 6 Niantic, CT - New London](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039681/0c062ad1_y.jpg)

### Motel 6 Niantic, CT - New London

10/10 Excellent

"Quiet and affordable "

[](https://expedia.com/Niantic-Hotels-Motel-6-Niantic.h1039681.Hotel-Information)

![Hamden Hotel and Suites – Hamden New Haven](https://images.trvl-media.com/lodging/1000000/20000/18000/17931/c3c836db_y.jpg)

### Hamden Hotel and Suites – Hamden New Haven

10/10 Excellent

"The rooms are very neat, and the workers are courteous and helpful "

[](https://expedia.com/New-Haven-Hotels-Clarion-Hotel-Suites-Hamden-New-Haven.h17931.Hotel-Information)

## Find out more about Madison

**Everything you need to know about Madison vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madison vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Madison vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Madison in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $183 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Madison rentals**

At Expedia, we put the best Madison vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Madison ](https://expedia.com/Madison-Private-Vacation-Homes.d8791-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Madison ](https://expedia.com/Madison-Apartments.d8791-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Madison ](https://expedia.com/Madison-Cottages.d8791-aaCottages.Travel-Guide-Accommodation)
- [B&B in Madison ](https://expedia.com/Madison-Bed-And-Breakfast.d8791-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Madison ](https://expedia.com/Madison-Motels.d8791-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Madison ](https://expedia.com/Madison-Condos.d8791-aaCondos.Travel-Guide-Accommodation)
- [Farmstay in Madison ](https://expedia.com/Madison-Agritourism.d8791-aaAgritourism.Travel-Guide-Accommodation)
- [Resorts in Madison ](https://expedia.com/Madison-Resorts.d8791-aaResorts.Travel-Guide-Accommodation)
- [Cabin Rentals in Madison ](https://expedia.com/Madison-Cabins.d8791-aaCabins.Travel-Guide-Accommodation)
- [Inns in Madison ](https://expedia.com/Madison-Inns.d8791-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in Madison ](https://expedia.com/Madison-Guest-Houses.d8791-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in Madison ](https://expedia.com/Madison-Apart-Hotels.d8791-aaApartHotels.Travel-Guide-Accommodation)
- [Villas in Madison ](https://expedia.com/Madison-Villas.d8791-aaVillas.Travel-Guide-Accommodation)
- [Houseboats in Madison ](https://expedia.com/Madison-Houseboats.d8791-aaHouseboats.Travel-Guide-Accommodation)
- [Hostels in Madison ](https://expedia.com/Madison-Hostels.d8791-aaHostels.Travel-Guide-Accommodation)
- [RV Parks in Madison ](https://expedia.com/Madison-RV-Parks.d8791-aaRVParks.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Madison?

### What are some of the best vacation home rentals that Madison has to offer?

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### What’s there to see and do in Madison?

### What’s a vacation rental in Madison like?

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- [Hotels in New Haven](https://expedia.com/New-Haven-Hotels.d180036.Travel-Guide-Hotels)
- [Hotels in Fairfield](https://expedia.com/Fairfield-Hotels.d8066.Travel-Guide-Hotels)
- [Hotels in Stamford](https://expedia.com/Stamford-Hotels.d602523.Travel-Guide-Hotels)
- [Hotels in West Hartford](https://expedia.com/West-Hartford-Hotels.d7700.Travel-Guide-Hotels)
- [Hotels in Shelton](https://expedia.com/Shelton-Hotels.d9795.Travel-Guide-Hotels)
- [Hotels in Greenwich](https://expedia.com/Greenwich-Hotels.d8045.Travel-Guide-Hotels)
- [Hotels in Norwich](https://expedia.com/Norwich-Hotels.d9204.Travel-Guide-Hotels)
- [Hotels in Waterbury](https://expedia.com/Waterbury-Hotels.d10425.Travel-Guide-Hotels)

Flights

- [Cheap Flights to New Haven](https://expedia.com/Cheap-Flights-To-New-Haven.d180036.Travel-Guide-Flights)
- [Hartford Flights](https://expedia.com/lp/flights/180005/flights-from-hartford)
- [Cheap Flights to Hartford](https://expedia.com/Cheap-Flights-To-Hartford.d180005.Travel-Guide-Flights)

Cars

- [Car rentals in New Haven](https://expedia.com/Car-Rentals-In-New-Haven.d180036.Car-Rental-Guide)
- [Car rentals in Stamford](https://expedia.com/Car-Rentals-In-Stamford.d602523.Car-Rental-Guide)
- [Car rentals in Bridgeport](https://expedia.com/Car-Rentals-In-Bridgeport.d525.Car-Rental-Guide)
- [Car rentals in Hartford](https://expedia.com/Car-Rentals-In-Hartford.d180005.Car-Rental-Guide)
- [Car rentals in Waterbury](https://expedia.com/Car-Rentals-In-Waterbury.d10425.Car-Rental-Guide)

Activities

- [Things to do in Hartford](https://expedia.com/Things-To-Do-In-Hartford.d180005.Travel-Guide-Activities)

General

- [Visit Hartford](https://expedia.com/Hartford.dx180005)
- [Visit Stamford](https://expedia.com/Stamford.dx602523)
- [Visit New Haven](https://expedia.com/New-Haven.dx180036)