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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

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, (243 reviews)
"The room and resort was great! The staff was excellent and sweet! We will definitely be back!"
United States
Stacey
The price is AED 486
AED 527 total
includes taxes & fees
7 Sep - 8 Sep
Cold Spring Plymouth Resort
House (5 Bedrooms) | Interior

2. Waterfront Ashland Home ~ 2 Mi to Downtown!

Waterfront Ashland Home ~ 2 Mi to Downtown!
3.0 star property
Ashland
Waterfront Ashland Home ~ 2 Mi to Downtown!
Interior

3. Waterfront Ashland Home ~ 2 Mi to Downtown!

Waterfront Ashland Home ~ 2 Mi to Downtown!
Ashland
9.0 out of 10, Wonderful, (12 reviews)
"Great house"
United States
rebecca u.
Waterfront Ashland Home ~ 2 Mi to Downtown!
House (1 Bedroom) | Interior

4. 6 Mi to Polar Caves! All-season Getaway w/ Sauna

6 Mi to Polar Caves! All-season Getaway w/ Sauna
3.0 star property
Plymouth
The price is AED 1,003
AED 1,381 total
includes taxes & fees
9 Aug - 10 Aug
6 Mi to Polar Caves! All-season Getaway w/ Sauna
Sauna

5. 6 Mi to Polar Caves! All-Season Getaway w/ Sauna

6 Mi to Polar Caves! All-Season Getaway w/ Sauna
Plymouth
The price is AED 804
AED 1,371 total
includes taxes & fees
9 Aug - 10 Aug
6 Mi to Polar Caves! All-Season Getaway w/ Sauna
Exterior

6. 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 684
AED 1,623 total
includes taxes & fees
31 Aug - 1 Sep
Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!
Exterior

7. Lake View Cedar Lodge Room w/ Private Balcony

Lake View Cedar Lodge Room w/ Private Balcony
Weirs Beach
9.4 out of 10, Exceptional, (20 reviews)
"Clean, convenient, and comfortable. I was very happy with my stay and would definitely recommend this place!"
United States
Rider
The price is AED 404
AED 852 total
includes taxes & fees
8 Aug - 9 Aug
Lake View Cedar Lodge Room w/ Private Balcony
On the beach

8. Best value on Newfound Lake NH 2 day min

Best value on Newfound Lake NH 2 day min
Bristol
8.8 out of 10, Excellent, (27 reviews)
The price is AED 1,025
AED 1,933 total
includes taxes & fees
13 Aug - 14 Aug
Best value on Newfound Lake NH 2 day min
Exterior

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

Cedar Lodge condo with mountain & lake Winnipesauke views!
Weirs Beach
9.4 out of 10, Exceptional, (56 reviews)
"The room was adequate. Clean but not superclean!"
United States
Walter
The price is AED 404
AED 852 total
includes taxes & fees
9 Aug - 10 Aug
Cedar Lodge condo with mountain & lake Winnipesauke views!
Pool

10. Inviting condo in quiet locale with partial lake views, balcony & grilling area

Inviting condo in quiet locale with partial lake views, balcony & grilling area
Gilford
8.4 out of 10, Very Good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is AED 305
AED 1,032 total
includes taxes & fees
2 Sep - 3 Sep
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Exterior

11. 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, (51 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 845
AED 1,502 total
includes taxes & fees
2 Sep - 3 Sep
Meredith Bay - Brand New 1st Floor Apartment In Private Home
Interior

12. Private Home, King Bed, Beach Access, Fire Pit

Private Home, King Bed, Beach Access, Fire Pit
Bristol
10.0 out of 10, Exceptional, (5 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 1,240
AED 2,333 total
includes taxes & fees
19 Aug - 20 Aug
Private Home, King Bed, Beach Access, Fire Pit
Marina

13. Gilford/Banff style Stay, Pool, Gym & Parking

Gilford/Banff style Stay, Pool, Gym & Parking
Laconia
9.6 out of 10, Exceptional, (4 reviews)
"Very nice place, easily located near everything. Would definitely stay here again."
United States
Katherine B.
The price is AED 467
AED 985 total
includes taxes & fees
20 Aug - 21 Aug
Gilford/Banff style Stay, Pool, Gym & Parking
View from property

14. 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, (172 reviews)
"We loved our stay. Very clean and in a great location in Meredith."
United States
Rebecca R.
The price is AED 1,084
AED 1,789 total
includes taxes & fees
11 Aug - 12 Aug
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Exterior

15. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is AED 606
AED 1,116 total
includes taxes & fees
8 Aug - 9 Aug
Cedar Lodge Room 2 Queen Beds & Private Balcony
Marina

16. Paugus Bay Studio Close To It All!

Paugus Bay Studio Close To It All!
Gilford
7.6 out of 10, Good, (5 reviews)
"Convenient location to shops, restaurants and more!"
United Kingdom
Clerissa C.
The price is AED 404
AED 860 total
includes taxes & fees
10 Aug - 11 Aug
Paugus Bay Studio Close To It All!
Interior

17. Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.

Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.
Laconia
9.6 out of 10, Exceptional, (30 reviews)
"Very friendly host and a nice place!"
United States
Brian P.
The price is AED 446
AED 1,118 total
includes taxes & fees
10 Aug - 11 Aug
Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.
Terrace/patio

18. Room 11 (3rd Floor Shared Bathroom)

Room 11 (3rd Floor Shared Bathroom)
Weirs Beach
10.0 out of 10, Exceptional, (10 reviews)
"Great views of the lake, lots of outdoor seating and table to enjoy a meal and drink. The owner was very nice and hospitable. "
United States
Roger
The price is AED 646
AED 800 total
includes taxes & fees
26 Aug - 27 Aug
Room 11 (3rd Floor Shared Bathroom)
Marina

19. 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, (58 reviews)
"Great location, easy and smooth stay!"
United States
Aimee M.
The price is AED 828
AED 1,582 total
includes taxes & fees
1 Sep - 2 Sep
2 Bdrm Condo walking distance to Weirs Beach and much more!!
Smart TV, fireplace, DVD player, books

20. Mountain Cabin with long range views, privacy, and more.

Mountain Cabin with long range views, privacy, and more.
Campton
9.6 out of 10, Exceptional, (9 reviews)
"Great cabin, great location with an awesome view of the mountains "
United States
Kevin D.
The price is AED 544
AED 1,351 total
includes taxes & fees
20 Aug - 21 Aug
Mountain Cabin with long range views, privacy, and more.
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
"The shower had lot's of problems"
Marc 3-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?

Beautiful and wonderful location. Premier lVRBO host.: Visitors like this Ashland vacation home rental. It is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Ashland?

Choose from 7 Expedia vacation rentals in Ashland for a memorable vacation.

What’s there to see and do in Ashland?

Cultural attractions include Pauline E Glidden Toy Museum and Whipple House 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.