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New Haven Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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
$230 nightly
The price is $245
Oct 21 - Oct 22
Total with taxes and fees
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
$326 nightly
The price is $349
Oct 21 - Oct 22
Total with taxes and fees
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
$307 nightly
The price is $328
Oct 22 - Oct 23
Total with taxes and fees
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.
$751 nightly
The price is $804
Oct 21 - Oct 22
Total with taxes and fees
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
$352 nightly
The price is $384
Oct 25 - Oct 26
Total with taxes and fees
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.
$354 nightly
The price is $379
Oct 21 - Oct 22
Total with taxes and fees
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
$195 nightly
The price is $218
Oct 26 - Oct 27
Total with taxes and fees
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
9.4 out of 10, Exceptional, (8 reviews)
"Nice place 20 minutes from Burlington"
United States
Francis
$164 nightly
The price is $184
Oct 27 - Oct 28
Total with taxes and fees
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.
$174 nightly
The price is $194
Nov 7 - Nov 8
Total with taxes and fees
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
$319 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
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.
$319 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
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
$204 nightly
The price is $228
Oct 21 - Oct 22
Total with taxes and fees
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.
$405 nightly
The price is $454
Oct 22 - Oct 23
Total with taxes and fees
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
$380 nightly
The price is $426
Oct 25 - Oct 26
Total with taxes and fees
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
$319 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
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.
$319 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
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.
$314 nightly
The price is $352
Oct 21 - Oct 22
Total with taxes and fees
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, (85 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.
$661 nightly
The price is $747
Nov 1 - Nov 2
Total with taxes and fees
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.
$344 nightly
The price is $389
Oct 21 - Oct 22
Total with taxes and fees
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
$269 nightly
The price is $302
Oct 21 - Oct 22
Total with taxes and fees
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

Vermont Suites

Vermont Suites

10/10 Excellent
"Close to airport for an early flight. Clean, Friendly, no hassles. Not extravagant but comfortable and easy. Definitely recommend."
Dan 1-night trip
Posted 1 hour ago
Vermont Suites

Find out more about New Haven

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

New Haven vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in New Haven. 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 New Haven 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 $66 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 New Haven rentals

At Expedia, we put the best New Haven 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 New Haven 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 New Haven 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 New Haven. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.