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Alstead Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Alstead vacation 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)
"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.
$381 nightly
The price is $413
Nov 3 - Nov 4
Total with taxes and fees
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, (172 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
$331 nightly
The price is $371
Oct 12 - Oct 13
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A spacious living area with hardwood flooring, a staircase, a black entertainment unit, a door, and a window with blinds.

3. Explore the upper valley from this spacious Claremont Home

Explore the upper valley from this spacious Claremont Home
Claremont
$339 nightly
The price is $368
Oct 8 - Oct 9
Total with taxes and fees
Explore the upper valley from this spacious Claremont Home
A garden with a wooden pergola, purple flowers, and a river view.

4. 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.
$229 nightly
The price is $257
Oct 20 - Oct 21
Total with taxes and fees
Family Friendly Hilltop House In Putney Vermont
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

5. 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.
$620 nightly
The price is $673
Oct 12 - Oct 13
Total with taxes and fees
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A two-story house with a deck, surrounded by dense forest.

6. 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, (5 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
$902 nightly
The price is $1,010
Oct 8 - Oct 9
Total with taxes and fees
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A modern kitchen with granite countertops, stainless steel appliances, and a central island.

7. 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.
$449 nightly
The price is $487
Oct 14 - Oct 15
Total with taxes and fees
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
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
$296 nightly
The price is $321
Oct 12 - Oct 13
Total with taxes and fees
Brook Road Cabin
A wooden cabin with a balcony, surrounded by trees.

9. Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Newport
9.6 out of 10, Exceptional, (27 reviews)
"Amazing weekend stay with our pup! Looking forward to staying here in the summer! "
United States
Naydene G.
$398 nightly
The price is $432
Oct 12 - Oct 13
Total with taxes and fees
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
A modern kitchen with a wooden countertop, dark cabinets, and a large window.

10. 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.
$367 nightly
The price is $398
Oct 13 - Oct 14
Total with taxes and fees
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A cozy living room with a large sectional sofa, a wooden coffee table, and a view of trees through a window.

11. Brook Road Cabin

Brook Road Cabin
Goshen
9.6 out of 10, Exceptional, (18 reviews)
"Would go back!"
United States
Elizabeth C.
$290 nightly
The price is $315
Oct 14 - Oct 15
Total with taxes and fees
Brook Road Cabin
Dining

12. 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.
$380 nightly
The price is $426
Oct 26 - Oct 27
Total with taxes and fees
Charming Chester Farmhouse near Near VT Slopes
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

13. 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.
$1,039 nightly
The price is $1,127
Oct 14 - Oct 15
Total with taxes and fees
SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
A forested area with a gravel path leading to a cabin with a metal roof and a wooden deck.

14. Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
Newbury
10.0 out of 10, Exceptional, (27 reviews)
"The place was clean and very comfortable"
United States
Pam D.
$474 nightly
The price is $514
Oct 13 - Oct 14
Total with taxes and fees
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
A yellow building with a porch and a sign that reads "Brook Road Inn."

15. 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.
$296 nightly
The price is $321
Oct 19 - Oct 20
Total with taxes and fees
Brook Road Condo
Exterior

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, (1 review)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
$628 nightly
The price is $703
Oct 8 - Oct 9
Total with taxes and fees
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a hanging light fixture.

17. 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, (58 reviews)
"Wonderful place to stay for our trip. Great location and the house was nicely updated. "
United States
Andrew W.
$406 nightly
The price is $441
Nov 1 - Nov 2
Total with taxes and fees
Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
A cozy living room with a sofa, a dining table with chairs, a small side table, and a wooden floor.

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
$276 nightly
The price is $299
Oct 19 - Oct 20
Total with taxes and fees
Brook Road Condo
A kitchen with a wooden countertop, four white bar stools, a black refrigerator, and a window with a view of trees.

19. Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee

Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee
Newbury
10.0 out of 10, Exceptional, (19 reviews)
"Nice and clean"
United States
Ludwin
$1,063 nightly
The price is $1,153
Oct 12 - Oct 13
Total with taxes and fees
Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee
A spacious living room with a fireplace, large windows, and a cozy seating area.

20. @SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
Sunapee
10.0 out of 10, Exceptional, (26 reviews)
"The perfect winter stay for our family! Perfect location, close to Mount Sunapee. Gorgeous views and home. Host was extremely welcoming and responsive, and the whole stay was easy."
United States
Amanda R.
$542 nightly
The price is $588
Nov 3 - Nov 4
Total with taxes and fees
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
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

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

10/10 Excellent
"The place was nice, comfortable bed, great location, especially if you are ski skiing on Sunapee. There don’t seem to be any hotel workers actively there and everything is digital so that’s worth keeping in mind. For what it’s worth, the text assistant I was working with was very prompt in responding when I had a question."
John 1-night trip
Posted 17 hours ago
Hideaway Inn Mt.Sunapee

Find out more about Alstead

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

Alstead vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Alstead. 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 Alstead 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 $371 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 Alstead rentals

At Expedia, we put the best Alstead 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 Alstead 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 Alstead 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 Alstead. 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

Frequently asked questions

Can I find vacation rentals in Alstead?

Yes, we give you a choice of vacation rentals close to well known sights in Alstead, or you can select a secluded option if you want a relaxing place to stay.

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

HISTORIC, RENOVATED BARN w/ Mt. SUNAPEE VIEW, SLEEPS 22+, Minutes to Lake / Mt.: This vacation home rental near Alstead is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 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 a family-friendly sight such as Vermont Country Store. While here, Shedd-Porter Memorial Library and Alstead Historical Society are other places worth a visit.

What are vacation rentals like in Alstead?

Vacation rentals are privately owned properties you can reserve for several days or longer in Alstead. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.