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

Ashland Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Ashland vacation rentals

A bathroom with a bathtub, toilet, sink, and a mirror.

1. Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (271 reviews)
"Had a great weekend stay."
United States
Armand
$147 nightly
The price is $160
Oct 25 - Oct 26
Total with taxes and fees
Cold Spring Plymouth Resort
A narrow hallway leading to a bathroom with a sink and mirror. A bed is visible in the adjacent room.

2. 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.
$218 nightly
The price is $229
Oct 28 - Oct 29
Total with taxes and fees
Cute Cedar Lodge Studio with Balcony & Lake Views!
A beach with clear water, a sandy shore, and a line of trees in the background.

3. Lake Getaway: Walk Across Street to Private Beach!

Lake Getaway: Walk Across Street to Private Beach!
Gilford
9.4 out of 10, Exceptional, (28 reviews)
"the property was a great location for my stay Host was good at returning calls/text replying to questions and concerns will rent again.. thanks"
United States
Laura C.
Lake Getaway: Walk Across Street to Private Beach!
A beach with people relaxing and sunbathing, a lifeguard tower, and a sandy shore lined with trees.

4. Best value on Newfound Lake NH 2 day min

Best value on Newfound Lake NH 2 day min
Bristol
9.0 out of 10, Wonderful, (33 reviews)
"Perfect stay! Exactly as described, great little cabin and was perfect for a family weekend "
United States
Kasey C.
$381 nightly
The price is $413
Oct 5 - Oct 6
Total with taxes and fees
Best value on Newfound Lake NH 2 day min
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.

5. Weirs beach retreat

Weirs beach retreat
Weirs Beach
9.8 out of 10, Exceptional, (8 reviews)
"Just a minutes drive to the waterfront and shops. Great location "
United States
Wayne W.
$262 nightly
The price is $284
Oct 12 - Oct 13
Total with taxes and fees
Weirs beach retreat
A riverbank with a wooden bridge, surrounded by dense trees.

6. 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, (66 reviews)
"Stay was great ! Little small for multiple people but great place for a couple getaway weekend"
United States
Jesse C.
$287 nightly
The price is $312
Oct 14 - Oct 15
Total with taxes and fees
The Gnome Home Cottage located near white mountain NH
A wooden deck with a table and two wicker chairs, a window with a view of trees and mountains, and a sign that reads "It's A Wonderful Life".

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.
$391 nightly
The price is $424
Oct 5 - Oct 6
Total with taxes and fees
Family Friendly, King Bed, Beach Access, Fire Pit, Game Room
A lakeside cabin with a dock, surrounded by dense trees and a sandy beach area with lounge chairs.

8. 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.
$426 nightly
The price is $457
Oct 12 - Oct 13
Total with taxes and fees
Squam waterfront 2 bed 2 bath (Suite 8)
A beach with clear water, a dock, and boats.

9. 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
$415 nightly
The price is $446
Oct 13 - Oct 14
Total with taxes and fees
Waterfront 2 bedroom 2 bath at Squam (Suite 11)
A lakeside property with a dock, boats, and a large building surrounded by trees.

10. Gilford Perfect Getaway Pool, WIFI & Free Parking

Gilford Perfect Getaway Pool, WIFI & Free Parking
Laconia
8.4 out of 10, Very good, (7 reviews)
"Very nice place, easily located near everything. Would definitely stay here again."
United States
Katherine B.
$203 nightly
The price is $220
Oct 15 - Oct 16
Total with taxes and fees
Gilford Perfect Getaway Pool, WIFI & Free Parking
A riverbank with a wooden bridge, surrounded by dense trees.

11. 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.
$287 nightly
The price is $311
Oct 13 - Oct 14
Total with taxes and fees
White Mountain Cozy Cottage with Touch of Modern
A cozy living room with a brown leather sofa, a wooden coffee table, and a fish-themed wall decoration.

12. Lake Winnipesaukee Home for Fall & Winter Fun

Lake Winnipesaukee Home for Fall & Winter Fun
3.0 star property
Moultonborough
$422 nightly
The price is $458
Oct 13 - Oct 14
Total with taxes and fees
Lake Winnipesaukee Home for Fall & Winter Fun
A beach with picnic tables and lounge chairs, a stone wall, and a view of the lake and distant mountains.

13. Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.8 out of 10, Exceptional, (35 reviews)
"Great location, specially for concerts or enjoying the beach. Some road noise."
United States
Estuardo
$255 nightly
The price is $277
Nov 2 - Nov 3
Total with taxes and fees
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Living area

14. 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
$401 nightly
The price is $435
Oct 20 - Oct 21
Total with taxes and fees
Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!
A kitchen with a dining table, a refrigerator, and a coffee machine.

15. Plymouth! Close to campus, downtown and Speare

Plymouth! Close to campus, downtown and Speare
Plymouth
$522 nightly
The price is $566
Oct 5 - Oct 6
Total with taxes and fees
Plymouth! Close to campus, downtown and Speare
A two-story house with a covered porch and a small deck.

16. 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.
$352 nightly
The price is $381
Oct 5 - Oct 6
Total with taxes and fees
Meredith Bay - Brand New 1st Floor Apartment In Private Home
A large building with multiple sections, surrounded by snow-covered ground and trees, overlooking a large body of water.

17. 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
$286 nightly
The price is $303
Oct 13 - Oct 14
Total with taxes and fees
Cedar Lodge condo with mountain & lake Winnipesauke views!
A beach with three wooden lounge chairs facing a lake, surrounded by trees.

18. 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.
$561 nightly
The price is $602
Oct 12 - Oct 13
Total with taxes and fees
Squam Lake 3 bed 3 bath (Suite #7)
A large building with multiple sections, surrounded by snow-covered ground and trees, with a lake and mountains in the background.

19. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
$233 nightly
The price is $245
Oct 5 - Oct 6
Total with taxes and fees
Cedar Lodge Room 2 Queen Beds & Private Balcony
A wooden cabin with a hot tub and a deck area.

20. 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.
$406 nightly
The price is $440
Oct 26 - Oct 27
Total with taxes and fees
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.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ashland Hotel Reviews

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

10/10 Excellent
"Staff was very helpful and friendly, the breeze restaurant was awesome on food and drinks, and reasonably priced for high end place.not far from there. No public beach nearby, have to go north for access. Got a room with fireplace was awesome, especially for cheap price."
Joseph 1-night trip
Posted 9 hours ago
Fireside Inn & Suites Gilford

Find out more about Ashland

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

Ashland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. 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 Ashland 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 $160 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 Ashland rentals

At Expedia, we put the best Ashland 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 Ashland 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 Ashland 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 Ashland. 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 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?

Stunning Waterfront Home with Boat Dock, swim, boating. Bike & skiing nearby.: Visitors like this Ashland vacation home rental. It is located on a lake and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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.