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Alstead Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Alstead holiday rentals

A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

1. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Had a lot here to use and The place was very cute. It’s good if you have small kids they have a lot for that sort of thing. Very clean as well"
United States
sean c.
The price is HK$1,016
HK$3,171 total
includes taxes & fees
2 Nov - 3 Nov
Lakefront Family Fun Retreat
A red house with a covered porch and a chimney.

2. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (175 reviews)
"We had such a great time! Those is a well taken care of, clean, cozy property. We would absolutely visit again!!"
United States
Kathy H.
The price is HK$1,334
HK$2,847 total
includes taxes & fees
2 Nov - 3 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A garden with a wooden pergola, purple flowers, and a river view.

3. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (65 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$1,144
HK$2,195 total
includes taxes & fees
2 Nov - 3 Nov
Family Friendly Hilltop House In Putney Vermont
A staircase with wooden steps and white railings, leading to an upper floor.

4. Explore the upper valley from this spacious Claremont Home

Explore the upper valley from this spacious Claremont Home
Claremont
10.0 out of 10, Exceptional, (1 review)
"Nice place."
United States
Michael R.
The price is HK$2,353
HK$2,903 total
includes taxes & fees
1 Nov - 2 Nov
Explore the upper valley from this spacious Claremont Home
A modern kitchen with granite countertops, stainless steel appliances, and a central island.

5. 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, (5 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$3,592 total
includes taxes & fees
2 Nov - 3 Nov
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
A cozy living room with a large sectional sofa, a wooden coffee table, and a view of trees through a window.

6. 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$2,349 total
includes taxes & fees
1 Nov - 2 Nov
Brook Road Cabin
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

7. 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$2,942
HK$5,320 total
includes taxes & fees
14 Nov - 15 Nov
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A modern living room with a sectional sofa, a wooden coffee table, and a large window with blinds.

8. Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.4 out of 10, Good, (10 reviews)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
The price is HK$1,346
HK$2,244 total
includes taxes & fees
1 Nov - 2 Nov
Brook Road Cabin
A modern kitchen with a wooden countertop, dark cabinets, and a large window.

9. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (27 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is HK$1,617
HK$2,810 total
includes taxes & fees
1 Nov - 2 Nov
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A modern, compact cabin with large windows, a wooden exterior, and a small porch with outdoor seating.

10. Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
The price is HK$1,255
HK$2,047 total
includes taxes & fees
9 Nov - 10 Nov
Wellness Getaway with a Personal Sauna, and Private River Beach!
Dining

11. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful classic farmhouse in lovely neighbourhood."
United States
Kimberly B.
The price is HK$1,475
HK$3,128 total
includes taxes & fees
9 Nov - 10 Nov
Charming Chester Farmhouse near Near VT Slopes
A yurt with a deck, two Adirondack chairs, and a stone fire pit in a forest setting.

12. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.6 out of 10, Exceptional, (13 reviews)
"Enjoyed my stay"
United States
Ian C.
The price is HK$699
HK$1,116 total
includes taxes & fees
2 Nov - 3 Nov
Yurt Oasis in the woods of Hinsdale, NH
A yellow building with a porch and a sign that reads "Brook Road Inn."

13. Brook Road Condo

Brook Road Condo
Goshen
8.8 out of 10, Excellent, (15 reviews)
"Nice place for a mountain stay"
United States
Meghan B.
The price is HK$1,334
HK$2,400 total
includes taxes & fees
9 Nov - 10 Nov
Brook Road Condo
A two-story house with a deck, surrounded by dense forest.

14. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is HK$4,229
HK$7,513 total
includes taxes & fees
14 Nov - 15 Nov
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A view through a window with a wooden frame, revealing a forested area with snow on the ground.

15. Cozy cabin in charming Londonderry

Cozy cabin in charming Londonderry
Londonderry
8.4 out of 10, Very good, (5 reviews)
"Very cozy and quiet. "
United States
Eric H.
The price is HK$1,094
HK$2,052 total
includes taxes & fees
2 Nov - 3 Nov
Cozy cabin in charming Londonderry
A cozy living room with a stone fireplace, large windows, and a wooden ceiling.

16. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
10.0 out of 10, Exceptional, (2 reviews)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is HK$2,197
HK$5,263 total
includes taxes & fees
1 Nov - 2 Nov
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A modern living room with a wooden door, a sofa, a dining table with chairs, and a mounted TV.

17. Cozy Tiny House on Main Street. Fully Renovated.

Cozy Tiny House on Main Street. Fully Renovated.
Dublin
10.0 out of 10, Exceptional, (5 reviews)
"This was a perfect place to stay for my solo trip into town for a family wedding. The host was incredibly responsive and friendly and I'd recommend this place to anyone visiting the area!"
United States
David W.
The price is HK$1,647
HK$2,350 total
includes taxes & fees
1 Nov - 2 Nov
Cozy Tiny House on Main Street. Fully Renovated.
A red brick building with a classical facade, a covered walkway, and a well-maintained lawn.

18. Brook Road Condo

Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
The price is HK$1,443
HK$2,349 total
includes taxes & fees
1 Nov - 2 Nov
Brook Road Condo
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a hanging light fixture.

19. Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee

Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
Sunapee
10.0 out of 10, Exceptional, (59 reviews)
"Wonderful place to stay for our trip. Great location and the house was nicely updated. "
United States
Andrew W.
The price is HK$1,661
HK$3,649 total
includes taxes & fees
1 Nov - 2 Nov
Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

20. SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!

SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
Newbury
9.8 out of 10, Exceptional, (21 reviews)
"Neat place, close to two ski mountains. "
United States
COLLEEN K.
The price is HK$1,247
HK$8,844 total
includes taxes & fees
9 Nov - 10 Nov
SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
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 Alstead Hotel Reviews

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"This is our third visit. Always a great pleasure to stay here. -PM"
Paul 2-night trip
Posted 1 hour ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Find out more about Alstead

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

  • View our selection of featured holiday rentals in Alstead
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Look no further and take a look at our great range of rental properties in Alstead!

Frequently asked questions

Can I find holiday rentals in Alstead?

Yes, there are holiday rentals close to the most popular sights in Alstead, 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 Alstead has to offer?

HISTORIC, RENOVATED BARN w/ Mt. SUNAPEE VIEW, SLEEPS 22+, Minutes to Lake / Mt.: This holiday home rental outside of Alstead is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a library.

What can I see and do in Alstead?

Explore the area and cultural attractions such as Mole Hill Theatre, or visit one of the family-friendly sights such as Vermont Country Store. While here, Shedd-Porter Memorial Library and Alstead Historical Society are other places worth a visit.

What are holiday rentals like in Alstead?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Alstead. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.