Title: Middlebury Vacation Rentals from $144: Search Short-Term Rentals | Expedia.com

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=69064&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=69064&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 three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=69064&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=69064&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Middlebury vacation rentals

![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/3a8fd8ef_edited_ccad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/138e356d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/d9b50728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/cabfce2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Middlebury

[](https://www.expedia.com/Middlebury-Hotels-The-Wellington-Cottage.h19498338.Hotel-Information)

10/10

Exceptional

(7 reviews)

"Wonderful views "

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

Darwin

$94 nightly

$108 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Middlebury-Hotels-The-Wellington-Cottage.h19498338.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107590000/107587300/107587283/6b515748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107590000/107587300/107587283/48a5ecce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107590000/107587300/107587283/84864944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107590000/107587300/107587283/9f99ea22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Middlebury

[](https://www.expedia.com/Middlebury-Hotels-Charming-2-Bedroom-Cottage-With-WiFi.h107587283.Hotel-Information)

10/10

Exceptional

(43 reviews)

"Very nice place a little into the countryside. Will definitely stay again next time I’m in the area."

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

Brad

$135 nightly

$144 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Middlebury-Hotels-Charming-2-Bedroom-Cottage-With-WiFi.h107587283.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/60000000/59930000/59925400/59925362/e166eb60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59930000/59925400/59925362/9c0827b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Hulu, streaming services](https://images.trvl-media.com/lodging/60000000/59930000/59925400/59925362/1f9d4f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59930000/59925400/59925362/34e03fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Middlebury

[](https://www.expedia.com/Middlebury-Hotels-Countryclassicof-Amish-Countrynewlyrenovated.h59925362.Hotel-Information)

10/10

Exceptional

(94 reviews)

"Beautiful house, well equipped (including an outdoor hot tub!), clean, comfortable, top-notch. We're definitely hoping to stay there again sometime."

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

Joel J N.

$217 nightly

$218 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Middlebury-Hotels-Countryclassicof-Amish-Countrynewlyrenovated.h59925362.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/79000000/78440000/78436100/78436032/f1604fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78440000/78436100/78436032/8aa898ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78440000/78436100/78436032/599ff541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78440000/78436100/78436032/2243f752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Middlebury

[](https://www.expedia.com/Middlebury-Hotels-HOT-TUBBeauitifulBackyardOasisNewlyRenovated.h78436032.Hotel-Information)

10/10

Exceptional

(62 reviews)

"The host was very welcoming and made sure everything was to our satisfaction. The house was clean and nice and in a quiet neighborhood. We had a very enjoyable stay."

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

Judith T.

$217 nightly

$219 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Middlebury-Hotels-HOT-TUBBeauitifulBackyardOasisNewlyRenovated.h78436032.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341575/2d91f906.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/97000000/96350000/96341600/96341575/95cc591e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341575/3a5a15f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341575/f22f480b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Middlebury

[](https://www.expedia.com/Middlebury-Hotels-The-Back-Porch-HavenStay-In-Amish-Country-Yet-Close-To-Notre-Dame.h96341575.Hotel-Information)

10/10

Exceptional

(27 reviews)

"We had a nice stay with our grandchildren. The house was a very nice space and clean. Our host was friendly and helpful. We loved watching the changing leaves in the yard."

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

Monica G.

$301 nightly

$322 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Middlebury-Hotels-The-Back-Porch-HavenStay-In-Amish-Country-Yet-Close-To-Notre-Dame.h96341575.Hotel-Information)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/102000000/101150000/101140800/101140749/4febbb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/102000000/101150000/101140800/101140749/811745e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/102000000/101150000/101140800/101140749/aaaa65df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/102000000/101150000/101140800/101140749/a13c7f57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Middlebury

[](https://www.expedia.com/Middlebury-Hotels-Farm-Country-Amish-Country-Newly-Renovated.h101140749.Hotel-Information)

$221 nightly

$237 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Middlebury-Hotels-Farm-Country-Amish-Country-Newly-Renovated.h101140749.Hotel-Information)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/112000000/111830000/111826300/111826217/de6f31e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111830000/111826300/111826217/7523731b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/112000000/111830000/111826300/111826217/cd1f0d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111826300/111826217/1fb44adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Goshen

[](https://www.expedia.com/Middlebury-Hotels-Hidden-Log-Cabin-Hot-Tub-Ping-Pong-Family.h111826217.Hotel-Information)

10/10

Exceptional

(10 reviews)

"Such a lovely place!It was spotless and peaceful"

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

Marilee G.

$229 nightly

$231 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Middlebury-Hotels-Hidden-Log-Cabin-Hot-Tub-Ping-Pong-Family.h111826217.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546400/93546337/39d2ed52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546400/93546337/b0678a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546400/93546337/89568a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546400/93546337/02344b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cassopolis

[](https://www.expedia.com/Cassopolis-Hotels-Cassopolis-Cabin.h93546337.Hotel-Information)

$246 nightly

$260 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Cassopolis-Hotels-Cassopolis-Cabin.h93546337.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104210000/104209100/104209079/b4662a8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104210000/104209100/104209079/35d4b1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104210000/104209100/104209079/a996814d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/105000000/104210000/104209100/104209079/9858793a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Howe

[](https://www.expedia.com/Howe-Hotels-Relaxing-Riverside-10-Minutes-To-Shipshewana.h104209079.Hotel-Information)

10/10

Exceptional

(22 reviews)

"We had a great stay. It was really clean and comfortable, and I loved being able to kayak. It was a perfect place for a relaxing few days."

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

Christine C.

$178 nightly

$181 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Howe-Hotels-Relaxing-Riverside-10-Minutes-To-Shipshewana.h104209079.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/56000000/55240000/55237700/55237639/31996f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/56000000/55240000/55237700/55237639/ab0d71f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/56000000/55240000/55237700/55237639/adb7f10f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/56000000/55240000/55237700/55237639/e563c124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Shipshewana

[](https://www.expedia.com/Shipshewana-Hotels-Newly-Renovated-Country-Cottage.h55237639.Hotel-Information)

10/10

Exceptional

(281 reviews)

"Clean, comfortable, great area. Easy to work with owner, always enjoy staying at Millie’s cottage."

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

Terry K.

$175 nightly

$201 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Shipshewana-Hotels-Newly-Renovated-Country-Cottage.h55237639.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83920000/83912400/83912358/d984cb07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83920000/83912400/83912358/c39b9e4b_edited_4a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83920000/83912400/83912358/w902h683x62y0-0de3cfd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/84000000/83920000/83912400/83912358/c5d1a542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Howe

[](https://www.expedia.com/Howe-Hotels-Live-Love-Life-On-The-Lake.h83912358.Hotel-Information)

9.6/10

Exceptional

(57 reviews)

"We had a great time staying here! The view of the lake was gorgeous and it was a very relaxing place to stay. "

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

Katie H.

$194 nightly

$223 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Howe-Hotels-Live-Love-Life-On-The-Lake.h83912358.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89570000/89561700/89561699/w679h683x173y0-aab8d924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/90000000/89570000/89561700/89561699/0df79e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89570000/89561700/89561699/w904h683x60y0-ca66c2e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89570000/89561700/89561699/abb159f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in LaGrange

[](https://www.expedia.com/LaGrange-Hotels-Emmas-Place.h89561699.Hotel-Information)

9.8/10

Exceptional

(59 reviews)

"Very clean, and comfy. We stayed with two other couples and enjoyed our time in this area. "

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

Michael W.

$299 nightly

$344 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/LaGrange-Hotels-Emmas-Place.h89561699.Hotel-Information)

![Smart TV, DVD player, foosball, books](https://images.trvl-media.com/lodging/85000000/84140000/84133300/84133241/04b1426a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/85000000/84140000/84133300/84133241/76c1d17a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84140000/84133300/84133241/96132541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84140000/84133300/84133241/3ddb97b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Bristol

[](https://www.expedia.com/Bristol-Hotels-River-Retreat-W-HOT-TUB-Game-Room.h84133241.Hotel-Information)

10/10

Exceptional

(31 reviews)

"This is a great place for friends and family to congregate. It is out of the way, so you get some privacy and yet it is not a far drive from restaurants, groceries, and activities. If you like the outdoors and would enjoy a riverside retreat, this place is a great option! "

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

Kenneth G.

$713 nightly

$763 total

Mar 20 - Mar 21

Total with taxes and fees

[](https://www.expedia.com/Bristol-Hotels-River-Retreat-W-HOT-TUB-Game-Room.h84133241.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104810000/104807200/104807179/c5a47ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/105000000/104810000/104807200/104807179/7786cee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104810000/104807200/104807179/c93a6c76.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/105000000/104810000/104807200/104807179/094ea945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Howe

[](https://www.expedia.com/Howe-Hotels-Lake-Retreat-With-Hot-Tub.h104807179.Hotel-Information)

9.8/10

Exceptional

(31 reviews)

"Thank you so much for your wonderful hospitality! My wife and I had a great stay at the Cozy Nest. It was comfortable and had everything we needed for a relaxing getaway. We would defiantly love to stay again."

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

Steve R.

$155 nightly

$179 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Howe-Hotels-Lake-Retreat-With-Hot-Tub.h104807179.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/71000000/70520000/70519000/70518999/9dac12f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70520000/70519000/70518999/05cf232c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70520000/70519000/70518999/6ee6d770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/71000000/70520000/70519000/70518999/196df110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Bristol

[](https://www.expedia.com/Bristol-Hotels-Arrowhead-Riverfront-30-Min-To-ND-Stadium.h70518999.Hotel-Information)

9.8/10

Exceptional

(17 reviews)

"This is a great place to stay with a larger group, it was clean and comfortable. There was plenty of space for three generations of family. We shared meals around the huge dinning table, visited with friends and family and played a few games. We would definitely stay again in the future."

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

betsy s.

$426 nightly

$456 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Bristol-Hotels-Arrowhead-Riverfront-30-Min-To-ND-Stadium.h70518999.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/99000000/98230000/98227500/98227454/ab18c17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/99000000/98230000/98227500/98227454/824be0a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/99000000/98230000/98227500/98227454/496fd064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/99000000/98230000/98227500/98227454/c83c16e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Vandalia

[](https://www.expedia.com/Vandalia-Hotels-The-Grain-Binn-Cozy-Retreat-Hot-Tub-Unique-Stay-King-Bed-Gas-Fireplace.h98227454.Hotel-Information)

10/10

Exceptional

(20 reviews)

"Amazing place to stay!! Such a cool location, great host great communication. Thanks again for an amazing stay."

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

Mike H.

$430 nightly

$467 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Vandalia-Hotels-The-Grain-Binn-Cozy-Retreat-Hot-Tub-Unique-Stay-King-Bed-Gas-Fireplace.h98227454.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112520000/112518000/112517973/d2336de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112520000/112518000/112517973/8d5bc949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112520000/112518000/112517973/6a5d5323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112520000/112518000/112517973/d30ba7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Howe

[](https://www.expedia.com/Howe-Hotels-Live-Love-Life-On-The-Lake-At-Sunset-Peak.h112517973.Hotel-Information)

9.8/10

Exceptional

(29 reviews)

"Quiet, calm, and plenty of room. "

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

Aaron H.

$261 nightly

$300 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Howe-Hotels-Live-Love-Life-On-The-Lake-At-Sunset-Peak.h112517973.Hotel-Information)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954100/94954042/c7e55c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954100/94954042/8fcd3e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954100/94954042/f11af043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954100/94954042/32fe6645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cassopolis

[](https://www.expedia.com/Cassopolis-Hotels-Pet-Friendly-Cassoplis-Cabin.h94954042.Hotel-Information)

$268 nightly

$284 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Cassopolis-Hotels-Pet-Friendly-Cassoplis-Cabin.h94954042.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64190000/64186900/64186804/7e7cc5f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64190000/64186900/64186804/1bda6860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/65000000/64190000/64186900/64186804/40a86268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/65000000/64190000/64186900/64186804/29459336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Nappanee

[](https://www.expedia.com/Bouvet-Island-Hotels-Charming-House-On-A-Farm.h64186804.Hotel-Information)

10/10

Exceptional

(170 reviews)

"It was a clean nice place to stay. We loved the ping pong table. "

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

Tracy M.

[](https://www.expedia.com/Bouvet-Island-Hotels-Charming-House-On-A-Farm.h64186804.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74880000/74876400/74876380/0638d467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74880000/74876400/74876380/ce1b3964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, Netflix, streaming services](https://images.trvl-media.com/lodging/75000000/74880000/74876400/74876380/6394c2ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, Netflix, streaming services](https://images.trvl-media.com/lodging/75000000/74880000/74876400/74876380/554aabb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sturgis

[](https://www.expedia.com/Sturgis-Hotels-Cottages-On-Sand-Lake-The-Coastal-Cottage.h74876380.Hotel-Information)

9.2/10

Wonderful

(23 reviews)

"It was a lovely get away"

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

carol b.

$245 nightly

$252 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Sturgis-Hotels-Cottages-On-Sand-Lake-The-Coastal-Cottage.h74876380.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=2026-03-11&endDate=2026-03-12&regionId=69064&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_69064)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Middlebury%2C+Indiana%2C+United+States+of+America&regionId=69064&latLong=41.675301%2C-85.706085&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Middlebury%2C+Indiana%2C+United+States+of+America&regionId=69064&latLong=41.675301%2C-85.706085&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Middlebury%2C+Indiana%2C+United+States+of+America&regionId=69064&latLong=41.675301%2C-85.706085&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Middlebury%2C+Indiana%2C+United+States+of+America&regionId=69064&latLong=41.675301%2C-85.706085&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Middlebury%2C+Indiana%2C+United+States+of+America&regionId=69064&latLong=41.675301%2C-85.706085&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CONDO)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Middlebury%2C+Indiana%2C+United+States+of+America&regionId=69064&latLong=41.675301%2C-85.706085&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CHALET)

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Save an average of 15% on thousands of hotels when you're signed in

[Sign in

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Sign up, it's free

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## Top Middlebury Hotel Reviews

![Essenhaus Inn & Conference Center](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/eb61a233_y.jpg)

### Essenhaus Inn & Conference Center

10/10 Excellent

"yes"

[](https://expedia.com/Middlebury-Hotels-Essenhaus-Inn-Conference-Center.h29078481.Hotel-Information)

![Van Buren Hotel](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/9cdc8411_y.jpg)

### Van Buren Hotel

10/10 Excellent

"Beautiful hotel! Super clean rooms, kind staff. Good continental breakfast in the morning. We would absolutely stay here again!! "

[](https://expedia.com/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.Hotel-Information)

![Hampton Inn & Suites Middlebury](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/be2d8fc6_y.jpg)

### Hampton Inn & Suites Middlebury

10/10 Excellent

"Good value, clean room, attentive staff, nice breakfast."

[](https://expedia.com/Middlebury-Hotels-Hampton-Inn-Suites-Middlebury.h4480290.Hotel-Information)

![Travelodge by Wyndham Elkhart](https://images.trvl-media.com/lodging/1000000/60000/58000/57931/180-f50343b8_y.jpg)

### Travelodge by Wyndham Elkhart

10/10 Excellent

"Clean and quiet"

[](https://expedia.com/South-Bend-Hotels-Travelodge-By-Wyndham-Elkhart.h57931.Hotel-Information)

![Blue Gate Garden Inn](https://images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/c721d5a1_y.jpg)

### Blue Gate Garden Inn

10/10 Excellent

"Very clean rooms, great staff. "

[](https://expedia.com/Shipshewana-Hotels-Blue-Gate-Garden-Inn.h11803570.Hotel-Information)

![Comfort Suites Elkhart South](https://images.trvl-media.com/lodging/2000000/1770000/1770000/1769957/8433c964_y.jpg)

### Comfort Suites Elkhart South

10/10 Excellent

"Room was clean, staff took care of every issues promptly. "

[](https://expedia.com/South-Bend-Hotels-Comfort-Suites-South.h1769957.Hotel-Information)

![Holiday Inn Express & Suites Elkhart North by IHG](https://images.trvl-media.com/lodging/38000000/37910000/37900600/37900505/fe75e066_y.jpg)

### Holiday Inn Express & Suites Elkhart North by IHG

10/10 Excellent

"Clean room, quiet and a great value."

[](https://expedia.com/South-Bend-Hotels-Holiday-Inn-Express-Suites-Elkhart-North.h37900505.Hotel-Information)

![Farmstead Inn & Conference Center](https://images.trvl-media.com/lodging/13000000/12450000/12444100/12444054/9ec530b9_y.jpg)

### Farmstead Inn & Conference Center

10/10 Excellent

"Everything about this hotel is amazing. We come here 3/4 times a year. "

[](https://expedia.com/Shipshewana-Hotels-Farmstead-Inn-Conference-Center.h12444054.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Elkhart](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/6211a837_y.jpg)

### La Quinta Inn & Suites by Wyndham Elkhart

10/10 Excellent

"Nice hotel updated room every thing was clean."

[](https://expedia.com/South-Bend-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Elkhart.h42491.Hotel-Information)

## Find out more about Middlebury

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

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

Whenever you want to travel, a warm welcome awaits you in Middlebury. 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 Middlebury 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 $144 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 Middlebury rentals**

At Expedia, we put the best Middlebury 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 Middlebury 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 Middlebury 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 Middlebury. 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

- Trending destinations on Expedia.com
- All accommodation types in Middlebury

### Trending destinations on Expedia.com

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- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Middlebury ](https://expedia.com/Middlebury-Private-Vacation-Homes.d69064-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Middlebury ](https://expedia.com/Middlebury-Cottages.d69064-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Middlebury ](https://expedia.com/Middlebury-Apartments.d69064-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Middlebury ](https://expedia.com/Middlebury-Cabins.d69064-aaCabins.Travel-Guide-Accommodation)
- [Condo Rentals in Middlebury ](https://expedia.com/Middlebury-Condos.d69064-aaCondos.Travel-Guide-Accommodation)
- [Motels in Middlebury ](https://expedia.com/Middlebury-Motels.d69064-aaMotels.Travel-Guide-Accommodation)
- [Farmstay in Middlebury ](https://expedia.com/Middlebury-Agritourism.d69064-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Middlebury ](https://expedia.com/Middlebury-Bed-And-Breakfast.d69064-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Resorts in Middlebury ](https://expedia.com/Middlebury-Resorts.d69064-aaResorts.Travel-Guide-Accommodation)
- [Chalets in Middlebury ](https://expedia.com/Middlebury-Chalets.d69064-aaChalets.Travel-Guide-Accommodation)
- [Houseboats in Middlebury ](https://expedia.com/Middlebury-Houseboats.d69064-aaHouseboats.Travel-Guide-Accommodation)
- [RV Parks in Middlebury ](https://expedia.com/Middlebury-RV-Parks.d69064-aaRVParks.Travel-Guide-Accommodation)
- [Inns in Middlebury ](https://expedia.com/Middlebury-Inns.d69064-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Middlebury?

### What's the top vacation rental in Middlebury?

### How many vacation rentals will I find in Middlebury?

### What can I see and do in Middlebury?

### What are vacation rentals like in Middlebury?

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- [Car rentals in Evansville](https://expedia.com/Car-Rentals-In-Evansville.d1179.Car-Rental-Guide)
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- [Car rentals in Gary](https://expedia.com/Car-Rentals-In-Gary.d7549.Car-Rental-Guide)

General

- [Visit Michigan City](https://expedia.com/Michigan-City.dx8727)

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