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New Haven Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for New Haven vacation rentals

A house with a grey door, two grey Adirondack chairs, and the number 615 on the wall.

1. Charming one bedroom just minutes to Middlebury!

Charming one bedroom just minutes to Middlebury!
New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Lovely unit, clean, well equipped, quiet location"
United States
Jane
The price is ￥15,165
￥39,057 total
includes taxes & fees
Oct 18 - Oct 19
Charming one bedroom just minutes to Middlebury!
A modern kitchen with stainless steel appliances, a dining area with a table and chairs, and a living room with a sofa.

2. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
The price is ￥25,505
￥56,716 total
includes taxes & fees
Nov 3 - Nov 4
Gracious two bedroom just minutes to Middlebury!
A covered outdoor seating area with two chairs and a table, a no-smoking sign, and a view of trees and sky.

3. Tasteful two bedroom just minutes to Middlebury!

Tasteful two bedroom just minutes to Middlebury!
New Haven
The price is ￥23,954
￥53,386 total
includes taxes & fees
Nov 3 - Nov 4
Tasteful two bedroom just minutes to Middlebury!
A wooden interior with large windows, a dining table, chairs, and a sofa.

4. Beautiful timber frame just minutes to Middlebury!

Beautiful timber frame just minutes to Middlebury!
New Haven
10.0 out of 10, Exceptional, (1 review)
"We were 8 people coming to VT to watch our girls play lacrosse at Middlebury. The house is as pictured and perfect for large groups. We really had a great time, it was spacious and perfect for hanging out with a large group. We wished the weather was better so we could use the fire pit. The owner of the property was very easy to deal with and very accommodating. We would all definitely stay here again and recommend a stay at this house. Some of us even said it would be perfect for a small...
United States
Suzanne L.
The price is ￥73,584
￥150,626 total
includes taxes & fees
Oct 21 - Oct 22
Beautiful timber frame just minutes to Middlebury!
A wooden cabin with a snow-covered roof, surrounded by trees and snow.

5. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (43 reviews)
"Very nice place great owner"
United States
Joe
The price is ￥55,698
￥60,711 total
includes taxes & fees
Oct 20 - Oct 21
Robert Frost Mountain Cabins
A large grassy field with a historic building in the background.

6. Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home in a great location. Very comfortable and we had a great stay"
United States
carol m.
The price is ￥30,158
￥67,495 total
includes taxes & fees
Oct 18 - Oct 19
Purple Door Cottage in the heart of Middlebury!
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

7. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (97 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
The price is ￥21,027
￥32,935 total
includes taxes & fees
Oct 22 - Oct 23
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A modern living room with a sofa, coffee table, and a flat-screen TV mounted on the wall.

8. The Hinesburg Hideaway Unit 3

The Hinesburg Hideaway Unit 3
Hinesburg
9.2 out of 10, Wonderful, (7 reviews)
"For one night stay it was fine. Nice to have more space than just a hotel room."
United States
William
The price is ￥22,766
￥29,039 total
includes taxes & fees
Oct 26 - Oct 27
The Hinesburg Hideaway Unit 3
An outdoor patio with wooden flooring, two metal chairs, and a table.

9. The Hideaway

The Hideaway
Hinesburg
9.0 out of 10, Wonderful, (19 reviews)
"Easy check in and perfect amenities for our trip!"
United States
Zac B.
The price is ￥17,217
￥31,855 total
includes taxes & fees
Nov 11 - Nov 12
The Hideaway
A cozy living room with a wooden ceiling, a fireplace, a television, and a comfortable seating area.

10. Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Ripton
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful place. Lots to do around the cabin and in the area. The hosts are very helpful. The cabin has everything you could want for a great stay. "
United States
Susan
The price is ￥40,467
￥55,147 total
includes taxes & fees
Nov 2 - Nov 3
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
A wooden cabin with a snow-covered roof, a porch with a green door, and a small window on the side.

11. Inviting timber frame cabin in Vermont's Green Mountains

Inviting timber frame cabin in Vermont's Green Mountains
Ripton
10.0 out of 10, Exceptional, (7 reviews)
"Welcoming, charming, and very clean cabin with excellent communication with team and fun access to trails, hot tub and game room."
United States
Kelly I.
The price is ￥40,467
￥55,147 total
includes taxes & fees
Nov 2 - Nov 3
Inviting timber frame cabin in Vermont's Green Mountains
A wooden deck with blue chairs and a barbecue grill.

12. Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
9.4 out of 10, Exceptional, (10 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
The price is ￥14,064
￥36,105 total
includes taxes & fees
Oct 18 - Oct 19
Glamping hut with WiFi in Ripton, biking, hiking, skiing
A cozy cabin interior with a stone fireplace, wooden beams, a rocking chair, and a blue sofa.

13. Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (182 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
The price is ￥34,132
￥71,678 total
includes taxes & fees
Oct 20 - Oct 21
Stetson Hollow Cabin by Stetson Brook
A modern kitchen with wooden beams, a dining area with a table and chairs, and large windows offering a view of the forest.

14. Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (50 reviews)
"The location was perfect for attending a wedding at Sugarbush."
United States
Sheila
The price is ￥25,599
￥67,784 total
includes taxes & fees
Oct 25 - Oct 26
Magnificent any time of year
A wooden table with a bottle of wine, glasses, and grapes.

15. Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
9.4 out of 10, Exceptional, (13 reviews)
"It is a beautiful location in a fully equipped cabin off the beaten path."
United States
Steven
The price is ￥40,467
￥55,147 total
includes taxes & fees
Nov 2 - Nov 3
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
A large, two-story cabin with a covered porch and a small deck, surrounded by dense forest.

16. Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"
United States
Karen H.
The price is ￥40,467
￥55,147 total
includes taxes & fees
Nov 2 - Nov 3
Cozy and pristine timberframe cabin
A wooden deck with a view of a forested mountain range.

17. Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes

Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
Warren
9.4 out of 10, Exceptional, (38 reviews)
"Nice view - Well-stocked kitchen - Nice pool and tennis courts "
United States
Michael L.
The price is ￥10,619
￥55,971 total
includes taxes & fees
Oct 26 - Oct 27
Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
A modern kitchen with a central island, stainless steel appliances, and a large window.

18. Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably

Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Middlebury
10.0 out of 10, Exceptional, (84 reviews)
"A perfect spot for our Middlebury reunion gathering - with great living/gathering space indoors and outdoors. The home is comfortable, clean, convenient, with really nice cozy touches. Thank you!"
United States
Page E.
The price is ￥62,260
￥121,244 total
includes taxes & fees
Nov 1 - Nov 2
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
A living room with a sofa, a coffee table, and a patterned rug. There is a dining area with a table and chairs. The kitchen is visible with white cabinets and a refrigerator.

19. 1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment
Waitsfield
9.8 out of 10, Exceptional, (43 reviews)
"Loved your place close to familyLove the historic house!"
United States
Heather W.
The price is ￥28,957
￥61,827 total
includes taxes & fees
Oct 27 - Oct 28
1830 Enchanting, Light-Filled Farmhouse Apartment
A living room with a fireplace, a television mounted on the wall, and a balcony with outdoor furniture.

20. Ski-in/ski-out condo with mountain view, seasonal pool

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
The price is ￥11,780
￥48,008 total
includes taxes & fees
Oct 26 - Oct 27
Ski-in/ski-out condo with mountain view, seasonal pool
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.
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Top New Haven Hotel Reviews

Courtyard by Marriott Burlington Williston

Courtyard by Marriott Burlington Williston

10/10 Excellent
"very clean, lovely fall decor @ entrance, very friendly, happy staff. the breakfast is very good, especially the fresh berries!"
Heidi 2-night trip
Posted 1 hour ago
Courtyard by Marriott Burlington Williston

Find out more about New Haven

Search for holiday rentals in New Haven on Expedia! You can easily find your home rentals, villas, holiday apartments in New Haven using one of the methods below:

  • View our selection of featured holiday rentals in New Haven
  • Use the map to find apartments and other holiday homes in the New Haven neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in New Haven while they last

Look no further and take a look at our great range of rental properties in New Haven!

Frequently asked questions

Can I find a vacation rental in New Haven?

Yes, you can find vacation rentals close to popular sights in New Haven, or you can choose a more secluded option if you're looking for relaxation. New Haven is known for its wineries.

What are some of the best vacation home rentals that New Haven has to offer?

The Landing Pad: This vacation home rental near New Haven has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in New Haven?

With 4 Expedia vacation rentals, you're sure to find just the right place for your New Haven stay.

What can I see and do in New Haven?

Explore the area and family-friendly sights such as Vergennes Falls Park, or get out into nature at a spot like Cedar Lake. Lincoln Peak Vineyard and New Haven Community Library are other places to visit while you're in town.

What are vacation rentals like in New Haven?

Vacation rentals are private properties you can stay in for a couple days or more in New Haven. Vacation rentals feature amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family gatherings.