Title: Dering Harbor Vacation Rentals from $180: Search Short-Term Rentals | Expedia.com

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=553248634998885605&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=553248634998885605&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=553248634998885605&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=553248634998885605&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Dering Harbor vacation rentals

![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)

![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/30204b81.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)

### 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

$193 nightly

$218 total

Apr 19 - Apr 20

Total with taxes and fees

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

![Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/f0c0c2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/e632266d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Tent, 1 Queen Bed | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/fe9ed1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/724b2312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### North Fork Cottages & RV Resort

[](https://www.expedia.com/Greenport-Hotels-North-Fork-Cottages-RV-Resort.h121214797.Hotel-Information)

Greenport

8.6/10

Excellent

(11 reviews)

"great place to stay, clean and quiet....loved it"

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

Darlin

$183 nightly

$209 total

Apr 26 - Apr 27

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-North-Fork-Cottages-RV-Resort.h121214797.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/0bbae525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/035b4021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/f3aa91d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/185a0230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

[](https://www.expedia.com/Waterford-Hotels-Cozy-Renovated-Cottage-With-Game-Room.h108765994.Hotel-Information)

Waterford

10/10

Exceptional

(21 reviews)

"Convenient location. The property had everything we needed for a one-night stay. "

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

Jane E.

$268 nightly

$303 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Waterford-Hotels-Cozy-Renovated-Cottage-With-Game-Room.h108765994.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/c3f938dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/6fccc75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/f9f66e71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/ffda393d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Insta-worthy Couples Retreat: Perfect for romantic getaway!

[](https://www.expedia.com/Old-Lyme-Hotels-Insta-Worthy-Couples-Retreat-Perfect-For-Romantic-Getaway.h52069712.Hotel-Information)

Old Lyme

9.4/10

Exceptional

(53 reviews)

"Adorable cottage. Nice location. "

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

Janet B.

$254 nightly

$288 total

Apr 26 - Apr 27

Total with taxes and fees

[](https://www.expedia.com/Old-Lyme-Hotels-Insta-Worthy-Couples-Retreat-Perfect-For-Romantic-Getaway.h52069712.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/d84925d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/92a9a7aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/deffdcef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/1505d419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The gardners Cottage 1 mile from long Island Sound - pet friendly

[](https://www.expedia.com/Clinton-Hotels-The-Gardners-Cottage-1-Mile-From-Long-Island-Sound-Pet-Friendly.h88510197.Hotel-Information)

Clinton

10/10

Exceptional

(21 reviews)

"Enjoyed our stay - Highly recommend!"

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

Mary S.

[](https://www.expedia.com/Clinton-Hotels-The-Gardners-Cottage-1-Mile-From-Long-Island-Sound-Pet-Friendly.h88510197.Hotel-Information)

![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/3dd02542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/9b931aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/213ea8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![West Studio Queen and Full | Living area | TV](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/fcfe3def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windward Shores Ocean Resort

[](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information)

Napeague

8.8/10

Excellent

(310 reviews)

"Amazing stay! Place was perfect and staff was so friendly."

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

Heather

$172 nightly

$197 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.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)

![Dining](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/0c11d8f6.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)

### 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

(40 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

Apr 15 - Apr 16

Total with taxes and fees

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

![Condo | Terrace/patio](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/f965a09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/0090e01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/a48d2d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/fa408cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cliffside Resort Condominiums

[](https://www.expedia.com/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information)

Greenport

9.0/10

Wonderful

(249 reviews)

"Great stay - beautiful place"

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

Rebecca

$182 nightly

$208 total

Apr 29 - Apr 30

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.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)

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

![Exterior detail](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/9ddc24ce.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

(6 reviews)

"Host was very responsive. Property as described. We would stay again! "

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

john18250

$394 nightly

$445 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Smart TV](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/51c09638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/7f9527c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/1feeaf13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/358b2eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze #4: Charming Cottage Footsteps to Beach

[](https://www.expedia.com/Cozy-Beach-Cottage-Steps-To-Meschutt-Beach.h114532580.Hotel-Information)

Hampton Bays

8.8/10

Excellent

(3 reviews)

"Great stay. Would stay again. "

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

Weston B.

$556 nightly

$597 total

May 3 - May 4

Total with taxes and fees

[](https://www.expedia.com/Cozy-Beach-Cottage-Steps-To-Meschutt-Beach.h114532580.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)

![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)

![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)

### 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.

$377 nightly

$426 total

Apr 9 - Apr 10

Total with taxes and fees

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

![Beach nearby](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/4637d618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/cfdd5af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/8425161e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/247a59ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freeboard at Soundview · Beach+Ocean+Sunrise

[](https://www.expedia.com/Old-Lyme-Hotels-Freeboard-At-Soundview-BeachOceanViewSunrise.h106147909.Hotel-Information)

Old Lyme

9.2/10

Wonderful

(9 reviews)

"Great location and a nice room!"

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

Angela M.

$193 nightly

$218 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Old-Lyme-Hotels-Freeboard-At-Soundview-BeachOceanViewSunrise.h106147909.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/104000000/103100000/103095200/103095183/85d04a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/104000000/103100000/103095200/103095183/bebec502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/104000000/103100000/103095200/103095183/eb388ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103100000/103095200/103095183/c66a667e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Floating Nest on Private River. Serene Views & Ultimate Relaxation

[](https://www.expedia.com/Old-Lyme-Hotels-Floating-Nest-On-Private-River-Serene-Views-Ultimate-Relaxation.h103095183.Hotel-Information)

Old Lyme

$332 nightly

$376 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Old-Lyme-Hotels-Floating-Nest-On-Private-River-Serene-Views-Ultimate-Relaxation.h103095183.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0195b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/ca1c5177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0884fbbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/18f698b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech in Greenport - Petite King Room 7

[](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

Greenport

9.2/10

Wonderful

(5 reviews)

"We thoroughly enjoyed our stay!"

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

Parent From The Heart, Inc. E.

$231 nightly

$264 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

![Apartment | Individually decorated, individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/14ba9bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/06c4d33c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Individually decorated, individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/9880dce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/09e252e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Driftwood Resort

[](https://www.expedia.com/Montauk-Hotels-Driftwood-Resort.h4207142.Hotel-Information)

Montauk

9.0/10

Wonderful

(236 reviews)

"Great place to stay for small family "

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

DongHo

$184 nightly

$211 total

Apr 26 - Apr 27

Total with taxes and fees

[](https://www.expedia.com/Montauk-Hotels-Driftwood-Resort.h4207142.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/9e16b0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/2a31845e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/6f35c24c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/00ea4ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Modern Stay Steps from the Ocean

[](https://www.expedia.com/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.Hotel-Information)

Clinton

10/10

Exceptional

(1 review)

"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "

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

Kelly Z.

$235 nightly

$266 total

Apr 25 - Apr 26

Total with taxes and fees

[](https://www.expedia.com/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/891accf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/55b895af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/021898ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/1c400db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Bliss w/ Game Room, Gym & Golf Green

[](https://www.expedia.com/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information)

Westbrook

10/10

Exceptional

(1 review)

"Perfect house for 6 guests. Loved that it was close to the beach."

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

Shannon G.

$431 nightly

$488 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23150000/23145000/23144923/c63e0b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/24000000/23150000/23145000/23144923/99132894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/24000000/23150000/23145000/23144923/8b7ef6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/24000000/23150000/23145000/23144923/a349b7f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal New England Waterfront Home, Harkness Park, Casinos 

[](https://www.expedia.com/Waterford-Hotels-Coastal-New-England-Waterfront-Home.h23144923.Hotel-Information)

Waterford

10/10

Exceptional

(126 reviews)

"Great property!"

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

Matthew B.

$509 nightly

$576 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Waterford-Hotels-Coastal-New-England-Waterfront-Home.h23144923.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/116c6f59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/2c178ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/2c60a89e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/08e84186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Old-Lyme-Hotels-The-Anchor-At-Soundview-BeachOceanViewSunrise.h106147917.Hotel-Information)

Old Lyme

8.0/10

Very Good

(2 reviews)

"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "

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

October P.

$216 nightly

$244 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Old-Lyme-Hotels-The-Anchor-At-Soundview-BeachOceanViewSunrise.h106147917.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/127000000/126440000/126436600/126436578/38483e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/127000000/126440000/126436600/126436578/feef8da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/127000000/126440000/126436600/126436578/892b2943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126440000/126436600/126436578/35db20c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

[](https://www.expedia.com/Westbrook-Hotels-1st-Floor-Westbrook-Anchor-2-Queen-Beds-EV-Charger-Near-Beach.h126436578.Hotel-Information)

Westbrook Center

$318 nightly

$360 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Westbrook-Hotels-1st-Floor-Westbrook-Anchor-2-Queen-Beds-EV-Charger-Near-Beach.h126436578.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=2026-04-22&endDate=2026-04-23&regionId=553248634998885605&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Villas

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Private vacation homes

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Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Dering+Harbor%2C+New+York%2C+United+States+of+America&regionId=553248634998885605&latLong=41.092876%2C-72.346748&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=APART_HOTEL)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Dering+Harbor%2C+New+York%2C+United+States+of+America&regionId=553248634998885605&latLong=41.092876%2C-72.346748&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Dering+Harbor%2C+New+York%2C+United+States+of+America&regionId=553248634998885605&latLong=41.092876%2C-72.346748&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Dering+Harbor%2C+New+York%2C+United+States+of+America&regionId=553248634998885605&latLong=41.092876%2C-72.346748&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=COTTAGE)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Dering+Harbor%2C+New+York%2C+United+States+of+America&regionId=553248634998885605&latLong=41.092876%2C-72.346748&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=HOUSE_BOAT)

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## Top Dering Harbor Hotel Reviews

![The Sagaponack](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e_y.jpg)

### The Sagaponack

10/10 Excellent

"."

[](https://expedia.com/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information)

![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c_y.jpg)

### Water's Edge Resort & Spa

10/10 Excellent

"Yes, we found everything we needed."

[](https://expedia.com/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information)

![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0_y.jpg)

### Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"room was clean and fresh. staff ere helpful and accommodating."

[](https://expedia.com/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information)

![Madison Beach Hotel](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ec18076_y.jpg)

### Madison Beach Hotel

10/10 Excellent

"Great service, great stay!!"

[](https://expedia.com/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information)

![Southampton Inn](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/27675de4_y.jpg)

### Southampton Inn

10/10 Excellent

"Hotel is clean and welcoming. Great location "

[](https://expedia.com/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information)

![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c_y.jpg)

### Sound View Greenport

8/10 Good

"Bathroom very clean. Staff is super friendly. Ate at the restaurant and it was delicious. "

[](https://expedia.com/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

![The Niantic Inn](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/2d17124a_y.jpg)

### The Niantic Inn

6/10 Okay

"Room was clean but furnishings were from the dollar store. Spacious, practical, and clean in a great location. "

[](https://expedia.com/Niantic-Hotels-The-Niantic-Inn.h15001889.Hotel-Information)

![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg)

### Quality Inn Old Saybrook - Westbrook

6/10 Okay

"The checkin staff and later that evening were a 5\. Checkout we were not happy with. My daughter got sick and we asked for 12 checkout for her room only. We didn’t say she was sick. She said 11:30\. She didn’t tell anyone as housekeeping came to room at 11:20\. We called and again asked for time - she said she can have a “few minutes”. We don’t stay at Quality Inns but travel a lot and have never been told no to a later check if needed it. BTW the parking lot was pretty empty so I don’t think they “needed that one room”. Again the younger girl at checking was great and the gentleman later that night were great. "

[](https://expedia.com/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information)

![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0_y.jpg)

### Sag Harbor Inn

10/10 Excellent

"Wonderful experience from beginning to the end. Our check in was friendly, fast and easy efficient . Ethan and John were amazing. Room "

[](https://expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)

## Find out more about Dering Harbor

**Everything you need to know about Dering Harbor 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 Dering Harbor 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 Dering Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Dering Harbor vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Dering Harbor. 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 Dering Harbor 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 $180 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 Dering Harbor rentals**

At Expedia, we put the best Dering Harbor 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 Dering Harbor 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 Dering Harbor 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 Dering Harbor. 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 Dering Harbor ](https://expedia.com/Dering-Harbor-Private-Vacation-Homes.d553248634998885605-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Dering Harbor ](https://expedia.com/Dering-Harbor-Cottages.d553248634998885605-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Dering Harbor ](https://expedia.com/Dering-Harbor-Apartments.d553248634998885605-aaApartments.Travel-Guide-Accommodation)
- [B&B in Dering Harbor ](https://expedia.com/Dering-Harbor-Bed-And-Breakfast.d553248634998885605-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Villas in Dering Harbor ](https://expedia.com/Dering-Harbor-Villas.d553248634998885605-aaVillas.Travel-Guide-Accommodation)
- [RV Parks in Dering Harbor ](https://expedia.com/Dering-Harbor-RV-Parks.d553248634998885605-aaRVParks.Travel-Guide-Accommodation)
- [Condo Rentals in Dering Harbor ](https://expedia.com/Dering-Harbor-Condos.d553248634998885605-aaCondos.Travel-Guide-Accommodation)
- [Farmstay in Dering Harbor ](https://expedia.com/Dering-Harbor-Agritourism.d553248634998885605-aaAgritourism.Travel-Guide-Accommodation)
- [Motels in Dering Harbor ](https://expedia.com/Dering-Harbor-Motels.d553248634998885605-aaMotels.Travel-Guide-Accommodation)
- [Aparthotels in Dering Harbor ](https://expedia.com/Dering-Harbor-Apart-Hotels.d553248634998885605-aaApartHotels.Travel-Guide-Accommodation)
- [Resorts in Dering Harbor ](https://expedia.com/Dering-Harbor-Resorts.d553248634998885605-aaResorts.Travel-Guide-Accommodation)
- [Inns in Dering Harbor ](https://expedia.com/Dering-Harbor-Inns.d553248634998885605-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in Dering Harbor ](https://expedia.com/Dering-Harbor-Guest-Houses.d553248634998885605-aaGuestHouses.Travel-Guide-Accommodation)
- [Houseboats in Dering Harbor ](https://expedia.com/Dering-Harbor-Houseboats.d553248634998885605-aaHouseboats.Travel-Guide-Accommodation)
- [Cabin Rentals in Dering Harbor ](https://expedia.com/Dering-Harbor-Cabins.d553248634998885605-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Dering Harbor ](https://expedia.com/Dering-Harbor-Chalets.d553248634998885605-aaChalets.Travel-Guide-Accommodation)
- [Hostels in Dering Harbor ](https://expedia.com/Dering-Harbor-Hostels.d553248634998885605-aaHostels.Travel-Guide-Accommodation)
- [Lodges in Dering Harbor ](https://expedia.com/Dering-Harbor-Lodges.d553248634998885605-aaLodges.Travel-Guide-Accommodation)
- [Residences in Dering Harbor ](https://expedia.com/Dering-Harbor-Residences.d553248634998885605-aaResidences.Travel-Guide-Accommodation)

## Frequently asked questions

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