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Sullivan Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Sullivan holiday rentals

A two-story house with a front porch, a staircase, and a small garden area.

1. Central Large 2-bedrooms with office in Keene

Central Large 2-bedrooms with office in Keene
Keene
9.6 out of 10, Exceptional, (8 reviews)
"Friendly hosts and excellent location to walk to downtown."
United States
Joshua
The price is HK$1,271
HK$1,549 total
includes taxes & fees
4 Oct - 5 Oct
Central Large 2-bedrooms with office in Keene
A modern kitchen with a wooden countertop, dark cabinets, and a large window.

2. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (26 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is HK$1,765
HK$2,945 total
includes taxes & fees
30 Sept - 1 Oct
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A modern kitchen with granite countertops, stainless steel appliances, and a central island.

3. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (4 reviews)
"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."
United States
Jeremy S.
The price is HK$1,506
HK$3,549 total
includes taxes & fees
21 Oct - 22 Oct
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
A rustic cabin with a covered porch, a small shed, and outdoor seating.

4. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (19 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is HK$706
HK$1,234 total
includes taxes & fees
5 Oct - 6 Oct
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
A lakeside park with picnic tables and a concrete walkway.

5. 2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
The price is HK$431
HK$638 total
includes taxes & fees
5 Oct - 6 Oct
2 private mountain RV pads for rent. Full hook ups
A house entrance with a mailbox labeled '9B Mail', a wooden door, and a brick wall interior visible through the open door.

6. Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Peterborough
9.8 out of 10, Exceptional, (44 reviews)
"Wonderful stay! Amazing location!"
United States
Basmattee B.
The price is HK$953
HK$1,630 total
includes taxes & fees
5 Oct - 6 Oct
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
A garden with a wooden pergola, purple flowers, and a river view.

7. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (64 reviews)
"The house was all we expected. Very comfortable and ready for us when we arrived. It’s a bit out of the way, at the end of a private road, but quiet and secluded. Our host was attentive without being intrusive. She clearly wanted to make sure our stay met our expectations and was pleasant. All in all, a delightful way to visit Vermont!"
United States
Susan G.
The price is HK$1,045
HK$2,005 total
includes taxes & fees
20 Oct - 21 Oct
Family Friendly Hilltop House In Putney Vermont
A wooden deck with outdoor furniture, a white door, and windows.

8. 2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
Rindge
10.0 out of 10, Exceptional, (25 reviews)
"Everything was really great. Nice place...beautiful view of the lake, easy access, clean, well-equipped. "
United States
Dennis F.
The price is HK$1,530
HK$2,902 total
includes taxes & fees
19 Oct - 20 Oct
2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

9. Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Stoddard
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect for our weekend stay. Host responded immediately to our questions. House had all the amenities for an enjoyable time!"
United States
Mary P.
The price is HK$2,647
HK$4,660 total
includes taxes & fees
30 Sept - 1 Oct
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A patio area with outdoor furniture, a small garden with purple flowers, and a white building in the background.

10. Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Walpole
10.0 out of 10, Exceptional, (52 reviews)
"We had a very lovely stay. "
United States
mary c.
The price is HK$2,181
HK$4,333 total
includes taxes & fees
8 Oct - 9 Oct
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
A conservatory with a view of a lake surrounded by trees. Inside, there are two sofas facing the glass walls.

11. Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking

Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
Bennington
10.0 out of 10, Exceptional, (15 reviews)
"Very cozy house Perfect for all family trip Very clean "
United States
Marcin W.
The price is HK$1,569
HK$2,903 total
includes taxes & fees
18 Oct - 19 Oct
Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

12. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is HK$1,177
HK$3,532 total
includes taxes & fees
21 Oct - 22 Oct
Lakefront Family Fun Retreat
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

13. 2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
Fitzwilliam
10.0 out of 10, Exceptional, (1 review)
"This place was really beautifully appointed and thoughtfully stocked. Kitchen stock was great.Lots of coffees, teas, bottled water…all very thoughtful touches. Comfy beds. Beautiful little home. Pond was really nice. Convenient to Monandock. Really loved it. Lots of appreciation for the hosts."
United States
Len S.
The price is HK$1,871
HK$2,200 total
includes taxes & fees
30 Sept - 1 Oct
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
A kitchen with a brick fireplace, wooden cabinets, a central island with stools, and a large window with plants.

14. Cobb Meadow House: Cozy 5 Bedroom Retreat

Cobb Meadow House: Cozy 5 Bedroom Retreat
Dublin
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
The price is HK$3,294
HK$5,318 total
includes taxes & fees
30 Sept - 1 Oct
Cobb Meadow House: Cozy 5 Bedroom Retreat
A yurt with a deck, two Adirondack chairs, and a stone fire pit in a forest setting.

15. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.4 out of 10, Exceptional, (10 reviews)
"What an amazing Yurt. The location was so peaceful. The yurt and outhouse was super clean. Hosts were friendly and helpful. I would stay again if in the area."
United States
Troy H.
The price is HK$614
HK$1,092 total
includes taxes & fees
7 Oct - 8 Oct
Yurt Oasis in the woods of Hinsdale, NH
A house with a garage door open, a small porch, and a stone wall.

16. Private studio apartment with 1 car garage parking space

Private studio apartment with 1 car garage parking space
Newbury
10.0 out of 10, Exceptional, (1 review)
"Such an amazing cottage everything you need conveniently located, immaculate, roomy,decorated tastefully such a great place thank you for sharing it .well definitely be back .top notch can't say enough what an amazing experience. Thank you ."
United States
Tracy D.
The price is HK$1,236
HK$3,511 total
includes taxes & fees
12 Oct - 13 Oct
Private studio apartment with 1 car garage parking space
A hot tub with a stone surround, wooden beams, and string lights.

17. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Antrim
10.0 out of 10, Exceptional, (11 reviews)
"Great place to relax with a woody vibe. Excellent stay"
United States
Logan V.
The price is HK$2,817
HK$4,614 total
includes taxes & fees
30 Sept - 1 Oct
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
A room with white paneled walls, a wooden bench, a teal cushion, a vase with flowers, a framed picture, and a shelf with books and a small electronic device.

18. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
The price is HK$565
HK$816 total
includes taxes & fees
30 Oct - 31 Oct
Cozy Vermont Tiny Home Get Away
A two-story yellow house with a garage, located at a street intersection with a crosswalk.

19. Family Friendly, Hot Tub, King Beds Just Renovated

Family Friendly, Hot Tub, King Beds Just Renovated
Hillsborough
The price is HK$1,405
HK$2,367 total
includes taxes & fees
14 Oct - 15 Oct
Family Friendly, Hot Tub, King Beds Just Renovated
A cozy living room with a large sectional sofa, a wooden coffee table, and a view of trees through a window.

20. Brook Road Cabin

Brook Road Cabin
Goshen
9.6 out of 10, Exceptional, (18 reviews)
"Would go back!"
United States
Elizabeth C.
The price is HK$1,334
HK$2,400 total
includes taxes & fees
4 Oct - 5 Oct
Brook Road Cabin
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 Sullivan Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Did well"
Eric 3-night trip
Posted 19 hours ago
Comfort Inn & Suites Brattleboro I-91

Find out more about Sullivan

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

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  • Enter your travel dates to view the best deals on holiday rentals in Sullivan while they last

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

Frequently asked questions

Are there holiday rentals in Sullivan?

Yes, there are holiday rentals close to the most popular sights in Sullivan, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Sullivan has to offer?

Spectacular Log Home with Private Lake Access: This holiday home rental outside of Sullivan is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Sullivan?

Andorra Forest and Ashuelot River are a couple of lovely local spots to get outside and enjoy nature. Granite Lake and Brentwood Golf Course are a couple of places you'll find in the wider area.

What’s a holiday rental in Sullivan like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sullivan. Holiday rentals provide amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family trips.