Ashland Holiday Rentals

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Holiday Rentals in Ashland

Cold Spring Resort

3.5 star property
9.0 out of 10, Wonderful, (98)
"2 level condo is nice. A little tricky to find in the dark. Arrive in the daylight or get additional details than what’s on the “map” at check in."
Cold Spring Resort

Waterfront Ashland Home ~ 2 Mi to Downtown!

8.4 out of 10, Very good, (7)
"We stayed for a short family vacation. The house was just as pictured. Everything we needed was supplied. The kids loved swimming and fishing right were we stayed!"
Waterfront Ashland Home ~ 2 Mi to Downtown!

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

10.0 out of 10, Exceptional, (157)
"The location is exceptional. The pool area, steam room, sauna, and total recreation area were amazing. The pool temperature (air and water) was good for this time of year. The consistent 4 foot pool depth made it great for a community water volley ball game. (*We are all over 65) Having 5 "king bedrooms with three bathrooms in three different areas of the house allowed the entire adult group comfort and privacy. We also made use of the 2 bathrooms near the pool. The extra large living...
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Deck For Entertaining: Belmont Group Getaway

9.0 out of 10, Wonderful, (65)
"This house was such a find. It sleeps so many adults comfortably. There is so much space and comfortable couches. The kitchen is well stocked with pans and platters, etc. Check in and check out were really easy. It was the best house we could have asked for."
Deck For Entertaining: Belmont Group Getaway

Tiny river Cabin Electricity/ heat/ shower

9.0 out of 10, Wonderful, (20)
"It was the perfect cost efficient little hunting camp "
Tiny river Cabin Electricity/ heat/ shower

Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet

8.8 out of 10, Excellent, (19)
"Great time."
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet

Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates

9.6 out of 10, Exceptional, (204)
"Have a wonderful stay. It was great waking up every morning to mountain views. "
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates

My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷

9.8 out of 10, Exceptional, (9)
"Had a fun weekend with friends and Family. The house had everything that we need. The views are amazing. Thank you Joshua for hosting us. "
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷

Cozy, Pet-Friendly Escape Near Lake & Mountains

10.0 out of 10, Exceptional, (23)
"Beautiful home. Great weekend away!! "
The price is AU$847
includes taxes & fees
29 Dec - 30 Dec
Cozy, Pet-Friendly Escape Near Lake & Mountains

Lakefront home with gym, game room, home theatre, & private beach with boathouse

9.6 out of 10, Exceptional, (25)
"Overall a great stay - had plenty of bedrooms, everything we needed for our stay, and was perfectly quirky. The place wasn't perfectly clean, but it was also tough for a place that big. Some of the light switches also didn't work, but those are minor quibbles, it was a great stay."
Lakefront home with gym, game room, home theatre, & private beach with boathouse

Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

8.6 out of 10, Excellent, (24)
"Nice home, close to bank of NH pavilion, and Weirs beach. "
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

10.0 out of 10, Exceptional, (7)
"Great location, beautiful house , we were a bit upset that the outside hot tub was not available even though it was listed as part of the amenities."
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

Modern masterpiece on Squam featured in Dwell and Boston Magazine

10.0 out of 10, Exceptional, (70)
"We enjoyed three nights in this beautiful home on Squam Lake. Nestled in the pine forest on the edge of the Lake, it affords beautiful views of the surrounds. However, it is the house that is the winner. Beautifully and creatively designed and fully equipped, with a wonderful kitchen, we thoroughly enjoyed our stay. "
Modern masterpiece on Squam featured in Dwell and Boston Magazine

Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D

6.8 out of 10, (9)
"I didn’t look close at the on-line pics so at first arrival I had concerns. It’s a charming older style lake house that could use a bit of pampering but it was very clean and comfortable for our group of 8. The host and management company were great and easy to communicate with. We came up for our daughter’s wedding and we all had a very nice weekend. Thank you"
Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D

Beautiful Log Home in Suissevale on Lake Winnipesaukee with Beach Access

10.0 out of 10, Exceptional, (140)
"Home was beautiful! Exactly how the pictures showed. Bigger than expected! It was a nice relaxing weekend. Enjoyed sitting on the front porch hearing and seeing the acorns and leaves drop from the trees. Very quiet neighborhood. Would highly recommend booking a stay!"
Beautiful Log Home in Suissevale on Lake Winnipesaukee with Beach Access

Bakerriver Tiny treehouse

9.0 out of 10, Wonderful, (13)
"The treehouse was perfect for a silent retreat: not far from the road yet secluded, private, and a beautiful natural setting. As others have said, it is close to the road so cars are occasionally audible--but the sound of the river drowns out most noises. The treehouse itself was exactly as it was advertised: not posh, quite tiny, but a perfect place for someone who just wants to be by themself. I also appreciated the swings, chairs, and fire pit and very reasonably-priced wood; also provided a...
Bakerriver Tiny treehouse

4Bedrm Sleeps 12 Winnipesaukee Waterfront gradual sandy sloped shoreline Pets OK

9.0 out of 10, Wonderful, (8)
"The house was clean and comfortable. It was roomy. The views were great. The owners were helpful and friendly. We would stay here again. "
4Bedrm Sleeps 12 Winnipesaukee Waterfront gradual sandy sloped shoreline Pets OK

Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome

10.0 out of 10, Exceptional, (160)
"The cottage was very clean, well supplied, and comfortable. It’s conveniently located to shops and the lake. Sharon is quick to respond and clear in her communications. We also appreciated the tasty treats that were there upon our arrival. We would definitely stay again!"
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome

Serene Retreat near Lake Winnipesaukee with Hot Tub & Modern Amenities

9.4 out of 10, Exceptional, (10)
"Big house, clean, full furnished, comfortable bed, hot tub is great! love this place, will come back again"
Serene Retreat near Lake Winnipesaukee with Hot Tub & Modern Amenities

Glass House Getaway- 3 Minutes to Gunstock & Pet Friendly!

10.0 out of 10, Exceptional, (53)
"The six of us spent the weekend playing board games and sleeping in comfortable beds. The space is roomy with plenty of furniture to fit a group or family. The yard is pleasant with a fire ring and chairs. I would definitely stay here again!"
Glass House Getaway- 3 Minutes to Gunstock & Pet 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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Other types of properties in Ashland you may be interested in

Quality Inn

2.5 star property
8.0 out of 10, Very good, (742)
"I didn't like location and parking across the street"
The price is AU$131
includes taxes & fees
22 Dec - 23 Dec
Quality Inn

Waterfront Ashland Home ~ 2 Mi to Downtown!

8.4 out of 10, Very good, (7)
"We stayed for a short family vacation. The house was just as pictured. Everything we needed was supplied. The kids loved swimming and fishing right were we stayed!"
Waterfront Ashland Home ~ 2 Mi to Downtown!

Cold Spring Resort

3.5 star property
9.0 out of 10, Wonderful, (98)
"2 level condo is nice. A little tricky to find in the dark. Arrive in the daylight or get additional details than what’s on the “map” at check in."
Cold Spring Resort
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find holiday rentals in Ashland?

Yes, there are holiday rentals in Ashland close to Ashland Railroad Station Museum, or you can select 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 holiday rentals that Ashland has to offer?

Waterfront Ashland Home ~ 2 Mi to Downtown!: This highly rated holiday home rental in Ashland is located on a lake, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Ashland?

Choose from 6 Expedia holiday rentals in Ashland for a memorable holiday.

What’s there to see and do in Ashland?

Cultural attractions include Ashland Railroad Station 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 St. Mark's Episcopal Church and Pauline E Glidden Toy Museum.

What’s a holiday rental in Ashland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ashland. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a small group gathering.