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

Ashland Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Ashland vacation rentals

A row of brown single-story buildings with a parking lot in front.

1. Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (260 reviews)
"Had a great weekend stay."
United States
Armand
$147 nightly
The price is $160
Sep 16 - Sep 17
Total with taxes and fees
Cold Spring Plymouth Resort
A lakeside cabin with a dock, surrounded by dense trees and a sandy beach area with lounge chairs.

2. 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
Sep 13 - Sep 14
Total with taxes and fees
Squam waterfront 2 bed 2 bath (Suite 8)
A beach with three wooden lounge chairs facing a lake, surrounded by trees.

3. 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
Sep 8 - Sep 9
Total with taxes and fees
Squam Lake 3 bed 3 bath (Suite #7)

4. Lakeside Cabin 6 with Kitchen

Lakeside Cabin 6 with Kitchen
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"The two bedroom cottage I stayed in at Cottage Place during a relocation was really nice. It was very quiet, comfortable, and had everything you could want for a relaxing and memorable stay. The staff was very nice and helpful, and the location right next to Squam Lake was terrific. I look forward to staying there again in the Fall."
United States
david
$436 nightly
The price is $461
Oct 1 - Oct 2
Total with taxes and fees
Lakeside Cabin 6 with Kitchen
A beach with clear water, a dock, and boats.

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

Waterfront 2 bedroom 2 bath at Squam (Suite 11)
Holderness
8.0 out of 10, Very Good, (5 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
$398 nightly
The price is $427
Sep 10 - Sep 11
Total with taxes and fees
Waterfront 2 bedroom 2 bath at Squam (Suite 11)
A lakeside seating area with chairs and a fire pit, surrounded by trees and a view of the lake.

6. 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.
$806 nightly
The price is $866
Sep 8 - Sep 9
Total with taxes and fees
Waterfront home on Squam Lake
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.
$411 nightly
The price is $446
Sep 8 - Sep 9
Total with taxes and fees
Family Friendly, King Bed, Beach Access, Fire Pit, Game Room
A wooden cabin with a hot tub and a deck area.

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, (5 reviews)
"Place was clean and nice. "
United States
Bryan K.
$863 nightly
The price is $936
Sep 8 - Sep 9
Total with taxes and fees
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!
A modern kitchen with dark cabinetry, a large island, and a built-in fireplace.

9. Tenney Mountain Retreat, Plymouth & Rumney, NH

Tenney Mountain Retreat, Plymouth & Rumney, NH
Plymouth
9.0 out of 10, Wonderful, (6 reviews)
"Close to all amenities and family gathering in Groton."
United States
Mary
$411 nightly
The price is $446
Sep 4 - Sep 5
Total with taxes and fees
Tenney Mountain Retreat, Plymouth & Rumney, NH
A lakeside view with a boat on the water, a table with chairs, and a tent.

10. 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, (173 reviews)
"We loved our stay. Very clean and in a great location in Meredith."
United States
Rebecca R.
$400 nightly
The price is $434
Sep 8 - Sep 9
Total with taxes and fees
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
A two-story house with a covered porch and a small deck.

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, (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.
$384 nightly
The price is $417
Sep 21 - Sep 22
Total with taxes and fees
Meredith Bay - Brand New 1st Floor Apartment In Private Home
A riverbank with a wooden bridge, surrounded by dense trees.

12. 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.
$203 nightly
The price is $220
Sep 9 - Sep 10
Total with taxes and fees
The Gnome Home Cottage located near white mountain NH
A modern kitchen with white cabinets, a wooden ceiling, and a central island with bar stools.

13. NEW Quaint 2 bedroom near Newfound lake, hiking, skiing, hot tub & star gazing!

NEW Quaint 2 bedroom near Newfound lake, hiking, skiing, hot tub & star gazing!
Alexandria
8.8 out of 10, Excellent, (8 reviews)
"My husband and I had an excellent experience. We loved everything.. the hot tub was our favorite part, because we could to relax. The house was super prepared for us when we arrived. "
United States
Elem D.
$563 nightly
The price is $611
Sep 12 - Sep 13
Total with taxes and fees
NEW Quaint 2 bedroom near Newfound lake, hiking, skiing, hot tub & star gazing!
A spacious living room with a stone fireplace, large windows, and a flat-screen TV mounted above it.

14. Private Lakefront Fall Foliage Family Fun at Loon Lake, Stunning Views, Dogs OK

Private Lakefront Fall Foliage Family Fun at Loon Lake, Stunning Views, Dogs OK
Plymouth
10.0 out of 10, Exceptional, (18 reviews)
"Hosts were always available to answer any questions. The house was the perfect place to stay. Had everything you needed to enjoy the outdoors as well as indoors. Lots of space and a great fire pit to enjoy those late night smores. Would recommend to anyone who wants to visit the White Mountains area"
United States
Susan H.
$925 nightly
The price is $1,003
Sep 22 - Sep 23
Total with taxes and fees
Private Lakefront Fall Foliage Family Fun at Loon Lake, Stunning Views, Dogs OK
A beach with people relaxing and sunbathing, a lifeguard tower, and a sandy shore lined with trees.

15. 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, (30 reviews)
"Perfect stay! Exactly as described, great little cabin and was perfect for a family weekend "
United States
Kasey C.
$366 nightly
The price is $397
Oct 1 - Oct 2
Total with taxes and fees
Best value on Newfound Lake NH 2 day min
A spacious living area with a dining table, chairs, and a sofa.

16. 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.
$1,174 nightly
The price is $1,274
Sep 7 - Sep 8
Total with taxes and fees
Spacious Lakes Region Retreat—Game Room & Gazebo
A pool area with lounge chairs, a hot tub, and a wooden deck.

17. Waterville Estate chalet perfect for relaxing stays Access to Pool, Hot Tub, Gym

Waterville Estate chalet perfect for relaxing stays Access to Pool, Hot Tub, Gym
Campton
10.0 out of 10, Exceptional, (2 reviews)
"Very nice, clean home in a good location for winter activities. The host was very attentive and in contact with us the entire stay. "
United States
Christopher K.
$741 nightly
The price is $804
Sep 6 - Sep 7
Total with taxes and fees
Waterville Estate chalet perfect for relaxing stays Access to Pool, Hot Tub, Gym
A single-story house with a gabled roof, a front porch, and a driveway leading to the entrance.

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, (18 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.
$674 nightly
The price is $731
Sep 7 - Sep 8
Total with taxes and fees
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

19. 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
$421 nightly
The price is $457
Sep 16 - Sep 17
Total with taxes and fees
Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!
A waterfront bar with wicker furniture and stools, a covered seating area, and a sign reading 'LAKEVIEW 1869'.

20. 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
$323 nightly
The price is $352
Sep 4 - Sep 5
Total with taxes and fees
Room 11 (3rd Floor Shared Bathroom)
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 Lake Estate on Winnisquam

The Lake Estate on Winnisquam

10/10 Excellent
"The pool and the lake you had access to both of them very easily. The food at the dining room was excellent. Five star all the way would recommend this place to anyone. It was absolutely beautiful."
Jude 3-night trip
Posted 13 hours ago
The Lake Estate on Winnisquam

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 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.