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
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

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, (241 reviews)
"The property was dated, but everything worked, the price was good, it was very clean, had a beautiful view and friendly staff."
United States
Elizabeth
The price is ￥40,212
￥43,630 total
includes taxes & fees
Sep 2 - Sep 3
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
The price is ￥101,208
￥183,975 total
includes taxes & fees
Aug 7 - Aug 8
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, (11 reviews)
"Great house"
United States
rebecca u.
The price is ￥86,727
￥188,370 total
includes taxes & fees
Aug 7 - Aug 8
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 ￥41,081
￥57,109 total
includes taxes & fees
Aug 4 - Aug 5
6 Mi to Polar Caves! All-season Getaway w/ Sauna
Interior

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

Private Home, King Bed, Beach Access, Fire Pit
Bristol
10.0 out of 10, Exceptional, (4 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 ￥43,915
￥88,635 total
includes taxes & fees
Aug 19 - Aug 20
Private Home, King Bed, Beach Access, Fire Pit
On the beach

6. 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)
"Perfect stay! Exactly as described, great little cabin and was perfect for a family weekend "
United States
Kasey C.
The price is ￥43,915
￥82,829 total
includes taxes & fees
Aug 13 - Aug 14
Best value on Newfound Lake NH 2 day min
Exterior

7. 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 ￥32,267
￥59,603 total
includes taxes & fees
Sep 1 - Sep 2
Meredith Bay - Brand New 1st Floor Apartment In Private Home
Terrace/patio

8. Central Escape is a spacious Lakes Region retreat just 5 minutes from downtown Meredith, less than a mile to Squam Lake and 20 minutes to concerts at the Bank of New Hampshire Pavilion. Enjoy the private year-round hot tub, fire pit, yard games!

Central Escape is a spacious Lakes Region retreat just 5 minutes from downtown Meredith, less than a mile to Squam Lake and 20 minutes to concerts at the Bank of New Hampshire Pavilion. Enjoy the private year-round hot tub, fire pit, yard games!
Holderness
10.0 out of 10, Exceptional, (3 reviews)
"Place was clean and nice. "
United States
Bryan K.
The price is ￥75,662
￥151,431 total
includes taxes & fees
Aug 31 - Sep 1
Central Escape is a spacious Lakes Region retreat just 5 minutes from downtown Meredith, less than a mile to Squam Lake and 20 minutes to concerts at the Bank of New Hampshire Pavilion. Enjoy the private year-round hot tub, fire pit, yard games!
View from property

9. 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)
The price is ￥33,841
￥61,140 total
includes taxes & fees
Sep 2 - Sep 3
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Sauna

10. 6 Mi to Polar Caves! All-Season Getaway w/ Sauna

6 Mi to Polar Caves! All-Season Getaway w/ Sauna
Plymouth
The price is ￥32,739
￥56,700 total
includes taxes & fees
Aug 3 - Aug 4
6 Mi to Polar Caves! All-Season Getaway w/ Sauna
Dining

11. Spacious Lakes Region Retreat—Game Room & Gazebo

Spacious Lakes Region Retreat—Game Room & Gazebo
Meredith
10.0 out of 10, Exceptional, (9 reviews)
"House was immaculate with all the amenities we needed. Beautiful home."
United States
Bernadette M.
The price is ￥95,227
￥196,056 total
includes taxes & fees
Sep 1 - Sep 2
Spacious Lakes Region Retreat—Game Room & Gazebo
Exterior

12. 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 ￥28,332
￥68,483 total
includes taxes & fees
Aug 10 - Aug 11
Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!
Marina

13. 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, (57 reviews)
"Great location, easy and smooth stay!"
United States
Aimee M.
The price is ￥25,971
￥56,902 total
includes taxes & fees
Aug 3 - Aug 4
2 Bdrm Condo walking distance to Weirs Beach and much more!!
Property grounds

14. Lake Kanasatka - Private beach access. Your perfect vacation starts right here!

Lake Kanasatka - Private beach access. Your perfect vacation starts right here!
Moultonborough
9.8 out of 10, Exceptional, (10 reviews)
"Absolute amazing weekend. The host was extremely helpful in telling you where all the items were in the welcome packet. House is very well furnished super clean. I had a wonderful snowmobile weekend will definitely rent this property again!"
United States
David H.
The price is ￥70,043
￥115,107 total
includes taxes & fees
Aug 4 - Aug 5
Lake Kanasatka - Private beach access. Your perfect vacation starts right here!
Interior

15. 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, (29 reviews)
"Very friendly host and a nice place!"
United States
Brian P.
The price is ￥24,791
￥54,906 total
includes taxes & fees
Aug 6 - Aug 7
Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.
Smart TV, fireplace, DVD player, books

16. Cozy Cabin Waterville Estates

Cozy Cabin Waterville Estates
Campton
8.4 out of 10, Very Good, (10 reviews)
"Every thing you need, not fancy but cozy. "
United States
Adam D.
The price is ￥26,774
￥79,089 total
includes taxes & fees
Aug 4 - Aug 5
Cozy Cabin Waterville Estates
Smart TV, fireplace

17. Beautiful private rustic log cabin, pool, hot tub

Beautiful private rustic log cabin, pool, hot tub
Campton
10.0 out of 10, Exceptional, (60 reviews)
"Very clean, excellent layout, and plenty of privacy"
United States
Mike D.
The price is ￥52,499
￥106,024 total
includes taxes & fees
Aug 27 - Aug 28
Beautiful private rustic log cabin, pool, hot tub
Smart TV, fireplace

18. Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
Sanbornton
10.0 out of 10, Exceptional, (16 reviews)
"Great place for the extended family getaway. Clean, great location and has all the essentials you need.We had a great time with our teenage and young adults kids for NYE."
United States
Valerie A.
The price is ￥60,630
￥128,802 total
includes taxes & fees
Aug 4 - Aug 5
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
Terrace/patio

19. Room 12 (3rd Floor with Shared Bathroom)

Room 12 (3rd Floor with Shared Bathroom)
Weirs Beach
9.6 out of 10, Exceptional, (9 reviews)
"View of Lake Winnie was beautiful and the owners take pride in the Inn. "
United States
Penny
The price is ￥27,702
￥34,465 total
includes taxes & fees
Aug 3 - Aug 4
Room 12 (3rd Floor with Shared Bathroom)
Interior

20. Hidden Gem!!! Waterville Estates home with Views!! Dog friendly!!

Hidden Gem!!! Waterville Estates home with Views!! Dog friendly!!
Campton
10.0 out of 10, Exceptional, (6 reviews)
"Lovely home with all the amenities you could need. Really cozy linens on the beds and super soft blankets to snuggle up with on the couch. Host was very responsive and we enjoyed our stay! "
United States
Kristen W.
The price is ￥74,135
￥130,988 total
includes taxes & fees
Aug 10 - Aug 11
Hidden Gem!!! Waterville Estates home with Views!! Dog friendly!!
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

The Summit Resort

The Summit Resort

8/10 Good
"The Summit is a very nice property and clean. The rooms could use some updating, paint and decoration. New carpets but it was all clean."
Thomas 1-night trip
Posted 7 hours ago
The Summit Resort

Find out more about Ashland

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

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

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.