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

[Middlebury Travel Guide](https://expedia.com/Middlebury.dx69064)[Hotels in Middlebury](https://expedia.com/Middlebury-Hotels.d69064.Travel-Guide-Hotels)[Flights to Middlebury](https://expedia.com/Cheap-Flights-To-Middlebury.d69064.Travel-Guide-Flights)[Car Rentals in Middlebury](https://expedia.com/Car-Rentals-In-Middlebury.d69064.Car-Rental-Guide)[Middlebury Vacation Packages](https://expedia.com/Middlebury.d69064.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=69064&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=69064&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 three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=69064&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)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=69064&startDate=2026-06-26&endDate=2026-06-28&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)

![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)

![Exterior](https://images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/138e356d.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

$81 nightly

$93 total

Mar 8 - Mar 9

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)

![Interior](https://images.trvl-media.com/lodging/108000000/107590000/107587300/107587283/445130b0.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)

![Interior](https://images.trvl-media.com/lodging/108000000/107590000/107587300/107587283/84864944.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

Mar 11 - Mar 12

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)

![Interior](https://images.trvl-media.com/lodging/60000000/59930000/59925400/59925362/34e03fad.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/b6327411.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

(95 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.

$224 nightly

$226 total

Mar 9 - Mar 10

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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78440000/78436100/78436032/213d2f3e.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)

![Interior](https://images.trvl-media.com/lodging/79000000/78440000/78436100/78436032/8aa898ab.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.

$214 nightly

$216 total

Mar 8 - Mar 9

Total with taxes and fees

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

![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)

### Vacation Home in Middlebury

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

$228 nightly

$244 total

Mar 9 - Mar 10

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341575/33f7628b.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.

$290 nightly

$310 total

Mar 8 - Mar 9

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)

![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)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/112000000/111830000/111826300/111826217/d6858632.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.

[](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)

![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)

![Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546400/93546337/e1ddc648.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)

$250 nightly

$265 total

Mar 8 - Mar 9

Total with taxes and fees

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

![House | 2 bedrooms](https://images.trvl-media.com/lodging/105000000/104330000/104324900/104324867/10ca57f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/105000000/104330000/104324900/104324867/3431f340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/105000000/104330000/104324900/104324867/b8b3bf90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/105000000/104330000/104324900/104324867/f75fca96.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.h104324867.Hotel-Information)

$182 nightly

$209 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Howe-Hotels-Relaxing-Riverside-10-Minutes-To-Shipshewana.h104324867.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122520000/122512000/122511911/2ea10992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/123000000/122520000/122512000/122511911/0b7dd010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122520000/122512000/122511911/dae7abca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122520000/122512000/122511911/a886cde9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Shipshewana

[](https://www.expedia.com/Shipshewana-Hotels-Serene-Sanctuary-Tiny-Home-1-In-Amish-Country.h122511911.Hotel-Information)

$210 nightly

$242 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Shipshewana-Hotels-Serene-Sanctuary-Tiny-Home-1-In-Amish-Country.h122511911.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)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104210000/104209100/104209079/8fed3b13.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)

![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)

### 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.

$183 nightly

$186 total

Mar 10 - Mar 11

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/108000000/107490000/107483200/107483126/9bc25232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/108000000/107490000/107483200/107483126/4212c201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107490000/107483200/107483126/79a0302c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107490000/107483200/107483126/dbb8c2dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Elkhart

[](https://www.expedia.com/Elkhart-Hotels-Relax-And-Unwind-At-The-Cozy-Cabin-On-Heaton-Lake.h107483126.Hotel-Information)

10/10

Exceptional

(25 reviews)

"This was a convenient option over hotel while we were in town. "

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

Nancy K.

$170 nightly

$182 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Elkhart-Hotels-Relax-And-Unwind-At-The-Cozy-Cabin-On-Heaton-Lake.h107483126.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/79000000/78140000/78133600/78133533/ac765c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78140000/78133600/78133533/17d5e40a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78140000/78133600/78133533/409beabd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78140000/78133600/78133533/w960h720x45y1-b41610ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Marcellus

[](https://www.expedia.com/Marcellus-Hotels-Nature-Lovers-Will-Love-It-Here-Peace-And-Solitude-Surrounded-By-Nature.h78133533.Hotel-Information)

9.0/10

Wonderful

(14 reviews)

"We were looking for a place off the beaten path with plenty of privacy and this locstion provided both. The hosts were fantastic and we had a great time. "

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

Trevor W.

$115 nightly

$120 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Marcellus-Hotels-Nature-Lovers-Will-Love-It-Here-Peace-And-Solitude-Surrounded-By-Nature.h78133533.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)

![Exterior](https://images.trvl-media.com/lodging/75000000/74880000/74876400/74876380/3f87c670.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)

![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)

### 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)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/75000000/74998900/74998891/4b786ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/75000000/74998900/74998891/99eba559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/75000000/74998900/74998891/w1079h803x0y9-b99e054e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/75000000/74998900/74998891/433b63d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wolcottville

[](https://www.expedia.com/Wolcottville-Hotels-Cozy-Lake-House-On-The-Channel-With-Access-To-5-Lakes.h74998891.Hotel-Information)

9.6/10

Exceptional

(42 reviews)

"Nice Property, affordable, pice and Nice Location. "

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

Dimple N.

$241 nightly

$277 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Wolcottville-Hotels-Cozy-Lake-House-On-The-Channel-With-Access-To-5-Lakes.h74998891.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)

![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)

![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/c7b37926.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

Mar 16 - Mar 17

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/106000000/105410000/105406100/105406029/63e1c4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/106000000/105410000/105406100/105406029/64af1fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105410000/105406100/105406029/7d2c98e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105410000/105406100/105406029/4def6ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Nappanee

[](https://www.expedia.com/Nappanee-Hotels-Woodside-Retreat-In-The-Heart-Of-Amish-Country.h105406029.Hotel-Information)

10/10

Exceptional

(12 reviews)

"It was a very unique place to stay for a few days. Very clean and thoughtful in items provided"

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

VICKI

$176 nightly

$188 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Nappanee-Hotels-Woodside-Retreat-In-The-Heart-Of-Amish-Country.h105406029.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)

![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)

![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)

![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.

$196 nightly

$225 total

Mar 8 - Mar 9

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)

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89570000/89561700/89561699/f149d4d3.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 8 - Mar 9

Total with taxes and fees

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

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954100/94954042/a9ceed35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954100/94954042/9f3b3f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954100/94954042/44e2b1b9.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 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Cassopolis-Hotels-Pet-Friendly-Cassoplis-Cabin.h94954042.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=2026-03-19&endDate=2026-03-20&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)

## 

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## 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=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&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=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&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=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&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=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APARTMENT)

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=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CHALET)

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## Top Middlebury Hotel Reviews

![Essenhaus Inn & Conference Center](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/50aa982d_y.jpg)

### Essenhaus Inn & Conference Center

10/10 Excellent

"Great time!"

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

![Van Buren Hotel](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/451f3f94_y.jpg)

### Van Buren Hotel

10/10 Excellent

"Room was large and very clean. Staff all very nice. Breakfast was a very good contenential with eggs, sausage, and gravy, waffles and homemade jams."

[](https://expedia.com/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.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, comfortable, and breakfast. It was great!"

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

![Sleep Inn Elkhart North](https://images.trvl-media.com/lodging/1000000/430000/427400/427342/1c26c2be_y.jpg)

### Sleep Inn Elkhart North

10/10 Excellent

"Safe was really"

[](https://expedia.com/South-Bend-Hotels-Sleep-Inn.h427342.Hotel-Information)

![Best Western Inn](https://images.trvl-media.com/lodging/1000000/30000/23800/23715/ad8c82bc_y.jpg)

### Best Western Inn

10/10 Excellent

"Yes it was"

[](https://expedia.com/South-Bend-Hotels-Best-Western-Inn.h23715.Hotel-Information)

![Hotel Elkhart, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/64000000/63880000/63874000/63873999/ad81be3c_y.jpg)

### Hotel Elkhart, Tapestry Collection by Hilton

10/10 Excellent

"clean room"

[](https://expedia.com/South-Bend-Hotels-Hotel-Elkhart.h63873999.Hotel-Information)

![Blue Gate Garden Inn](https://images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/f18aac47_y.jpg)

### Blue Gate Garden Inn

10/10 Excellent

"Everything was perfect"

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

![Comfort Suites Elkhart South](https://images.trvl-media.com/lodging/2000000/1770000/1770000/1769957/7f978676_y.jpg)

### Comfort Suites Elkhart South

2/10 Terrible

"Changed our original itinerary to this hotel due to it having a pool and hot tub. Hot tub was broken and pool was ice cold. Shower water didn't stay hot and the way the room was set up couldn't see the TV.. Very disappointed with this hotel. Had to go all the way down to the front desk just to get ice also. Not at all what I was expecting. "

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

"Great"

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

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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)
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- [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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General

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