A town nestled in a valley with a river running through it, surrounded by lush green hills.

Ashland Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Ashland vacation rentals

Deluxe Apartment, 2 Bedrooms, Kitchen | Mountain view

1. Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (269 reviews)
"Had a great weekend stay."
United States
Armand
The price is AED 562
AED 609 total
includes taxes & fees
18 Oct - 19 Oct
Cold Spring Plymouth Resort
Beach

2. The Gnome Home Cottage located near white mountain NH

The Gnome Home Cottage located near white mountain NH
Campton
9.6 out of 10, Exceptional, (65 reviews)
"Stay was great ! Little small for multiple people but great place for a couple getaway weekend"
United States
Jesse C.
The price is AED 592
AED 1,152 total
includes taxes & fees
27 Sep - 28 Sep
The Gnome Home Cottage located near white mountain NH
View from property

3. Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Meredith
10.0 out of 10, Exceptional, (176 reviews)
"We loved our stay. Very clean and in a great location in Meredith."
United States
Rebecca R.
The price is AED 735
AED 1,351 total
includes taxes & fees
28 Sep - 29 Sep
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Beach nearby

4. Squam waterfront 2 bed 2 bath (Suite 8)

Squam waterfront 2 bed 2 bath (Suite 8)
Holderness
10.0 out of 10, Exceptional, (3 reviews)
"Right on the water! Great views, wonderful beach/dock, great little place to stay!"
United States
colette c.
Squam waterfront 2 bed 2 bath (Suite 8)
Exterior

5. Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
10.0 out of 10, Exceptional, (53 reviews)
"The apartment was very comfortable and just as pictured. We had a wonderful stay! It’s a great location for walking in Meredith and an easy drive to ski at Gunstock. "
United States
Karen O.
The price is AED 674
AED 1,278 total
includes taxes & fees
28 Sep - 29 Sep
Meredith Bay - Brand New 1st Floor Apartment In Private Home
Exterior

6. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is AED 404
AED 909 total
includes taxes & fees
24 Sep - 25 Sep
Cedar Lodge Room 2 Queen Beds & Private Balcony
Interior

7. Family Friendly, King Bed, Beach Access, Fire Pit, Game Room

Family Friendly, King Bed, Beach Access, Fire Pit, Game Room
Bristol
10.0 out of 10, Exceptional, (6 reviews)
"Nicely maintained, clean property that was very comfortable for 6 of us attending a wedding right down the street at the inn. "
United States
Becky M.
The price is AED 648
AED 1,592 total
includes taxes & fees
28 Sep - 29 Sep
Family Friendly, King Bed, Beach Access, Fire Pit, Game Room
Terrace/patio

8. Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.

Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"Everything was wonderful!! "
United States
Scott O.
The price is AED 862
AED 1,628 total
includes taxes & fees
24 Sep - 25 Sep
Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.
Pool

9. Cute Cedar Lodge Studio with Balcony & Lake Views!

Cute Cedar Lodge Studio with Balcony & Lake Views!
Weirs Beach
9.2 out of 10, Wonderful, (21 reviews)
"The room was nice. Great view of the lake."
United States
Brandy a.
The price is AED 376
AED 862 total
includes taxes & fees
29 Sep - 30 Sep
Cute Cedar Lodge Studio with Balcony & Lake Views!
Beach nearby

10. Squam Lake 3 bed 3 bath (Suite #7)

Squam Lake 3 bed 3 bath (Suite #7)
Holderness
10.0 out of 10, Exceptional, (3 reviews)
"Great spot for a fun long weekend."
United States
katherine c.
Squam Lake 3 bed 3 bath (Suite #7)
Beach nearby

11. Waterfront 2 bedroom 2 bath at Squam (Suite 11)

Waterfront 2 bedroom 2 bath at Squam (Suite 11)
Holderness
8.4 out of 10, Very good, (6 reviews)
"Thanks so much for hosting us! we have been coming to squam for 20+ years and never stayed at the boulders. The space was great for the price and right on the lake. We had no issues whatsoever and would highly recommend for anyone looking for a cabin type weekend by the water. "
United States
Anonymous traveler
Waterfront 2 bedroom 2 bath at Squam (Suite 11)
Exterior

12. Cedar Lodge condo with mountain & lake Winnipesauke views!

Cedar Lodge condo with mountain & lake Winnipesauke views!
Weirs Beach
9.2 out of 10, Wonderful, (58 reviews)
"The room was adequate. Clean but not superclean!"
United States
Walter
The price is AED 384
AED 871 total
includes taxes & fees
24 Sep - 25 Sep
Cedar Lodge condo with mountain & lake Winnipesauke views!
Private kitchen

13. Tenney Mountain Retreat, Plymouth & Rumney, NH

Tenney Mountain Retreat, Plymouth & Rumney, NH
Plymouth
9.2 out of 10, Wonderful, (9 reviews)
"Close to all amenities and family gathering in Groton."
United States
Mary
The price is AED 882
AED 1,642 total
includes taxes & fees
28 Sep - 29 Sep
Tenney Mountain Retreat, Plymouth & Rumney, NH
Marina

14. Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!

Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!
Weirs Beach
9.6 out of 10, Exceptional, (77 reviews)
"Nice clean place. Easy to get in and out. 10 minute drive to Bank of New Hampshire Pavillion."
United States
Kevin G.
The price is AED 505
AED 1,249 total
includes taxes & fees
24 Sep - 25 Sep
Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!
Property grounds

15. Waterfront home on Squam Lake

Waterfront home on Squam Lake
Holderness
9.6 out of 10, Exceptional, (4 reviews)
"The location was amazing! We were 9 people with 4 kids ages 4-14 and two grandparents. The beach and its amenities (kayaks, canoes, fire pits, sand toys) made our stay well worth it and had something for all ages to enjoy. Kyle was available at a moments notice to provide anything we needed. "
United States
Christina M.
Waterfront home on Squam Lake
Marina

16. 2 Bdrm Condo walking distance to Weirs Beach and much more!!

2 Bdrm Condo walking distance to Weirs Beach and much more!!
Weirs Beach
9.6 out of 10, Exceptional, (60 reviews)
"Great location, easy and smooth stay!"
United States
Aimee M.
The price is AED 505
AED 1,249 total
includes taxes & fees
24 Sep - 25 Sep
2 Bdrm Condo walking distance to Weirs Beach and much more!!
Living area

17. Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!

Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!
Plymouth
The price is AED 661
AED 1,598 total
includes taxes & fees
20 Oct - 21 Oct
Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!
Beach

18. White Mountain Cozy Cottage with Touch of Modern

White Mountain Cozy Cottage with Touch of Modern
Campton
9.4 out of 10, Exceptional, (55 reviews)
"The cottage was perfect for our long weekend getaway. It was more spacious than expected and convenient location. The host is very responsive and accommodating. Would stay again!"
United States
Emily F.
The price is AED 731
AED 1,323 total
includes taxes & fees
12 Oct - 13 Oct
White Mountain Cozy Cottage with Touch of Modern
Interior

19. Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain

Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
Laconia
10.0 out of 10, Exceptional, (31 reviews)
"Easy process and great location"
United States
Daniel
The price is AED 562
AED 1,231 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock 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 Ashland Hotel Reviews

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

10/10 Excellent
"Nice property with nice amenities. The continental breakfast did not disappoint. We would book this property again. Very nice."
Edmund 1-night trip
Posted 3 hours ago
Fireside Inn & Suites Gilford

Frequently asked questions

Can I find vacation rentals in Ashland?

Yes, we offer vacation rentals in Ashland near Ashland Railroad Station Museum, or you can choose a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the mountain landscape in Ashland. Make sure you have time to check out the architecture and lake views during your trip.

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

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski: Visitors like this Ashland vacation home rental. It is located on a lake and has an indoor pool, a fireplace, 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. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Ashland?

Choose from 9 Expedia vacation rentals in Ashland for a memorable vacation.

What’s there to see and do in Ashland?

Cultural attractions include Whipple House Museum and Pauline E Glidden Toy Museum, whereas Little Squam Lake and Whitten Woods Trailhead are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Ashland Railroad Station Museum and Riveredge Marina.

What’s a vacation rental in Ashland like?

A vacation rental is a private property you can stay in for a couple of days or more in Ashland. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family gatherings.