Ashland Vacation Rentals from CA $198: Short-Term Rentals for 2026

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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

Ashland

Stacey

CA $198 total

includes taxes & fees

Sep 9 - Sep 10

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)

Holderness

colette c.

CA $632 total

includes taxes & fees

Sep 17 - Sep 18

A lakeside view with a boat on the water, a table with chairs, and a tent.

3. Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Meredith

Rebecca R.

CA $552 total

includes taxes & fees

Aug 24 - Aug 25

A rooftop deck with a pool, outdoor furniture, and a view of trees.

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

Gilford

John C.

CA $363 total

includes taxes & fees

Sep 13 - Sep 14

A large, modern building with multiple floors and a flat roof, surrounded by a snowy landscape and a body of water in the background.

5. Lake View Cedar Lodge Room w/ Private Balcony

Weirs Beach

Rider

CA $334 total

includes taxes & fees

Sep 21 - Sep 22

A lakeside property with a dock, boats, and a large building surrounded by trees.

6. Gilford Perfect Getaway Pool, WIFI & Free Parking

Laconia

Katherine B.

CA $336 total

includes taxes & fees

Sep 16 - Sep 17

A beach with people relaxing and sunbathing, a lifeguard tower, and a sandy shore lined with trees.

7. Best value on Newfound Lake NH 2 day min

Bristol

Kasey C.

CA $587 total

includes taxes & fees

Sep 7 - Sep 8

A two-story house with a covered porch and a small deck.

8. Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith

Karen O.

CA $513 total

includes taxes & fees

Sep 2 - Sep 3

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Top Ashland Hotel Reviews

The Lake Estate on Winnisquam

10/10 Excellent

"Exceptional property and experience! What a gift to New Hampshire! I will be back over and over again!! A must stay!!"

Cold Spring Plymouth Resort

8/10 Good

"We were pleased with our accomodation as it was like being in a small vacation home. The kitchen was equipped for meal prep although we ate out all our meals. TV had plenty of channels and there was a small private rear deck. We might have used the pool but we had to drive to it from our property. There was a restaurant right next to us although we drove to nearby town for meals. The bath amenities like lotion and hair products were not provided so you need to bring your own. The property has A/C but the loft sleeping area was quite warm because cool air did not reach there."

Super 8 by Wyndham Tilton/Lake Winnipesaukee

10/10 Excellent

"For the price, this place is a gem in the lakes region, where every other hotel is super over-priced in the summer. It’s not luxurious or anything, but the bed is comfy, the room is clean, the bathroom is relatively spacious, the tv works with lots of channels, and the location is easy to get to off the highway. If you don’t go in expecting the plaza or something, you won’t be disappointed. The front desk staff was friendly and helpful. Oh, and my geeky boyfriend was enthralled with the lighting feature on the bathroom mirror. That was an unexpected touch in a budget motel, lol."

Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG

8/10 Good

"My room was clean, quiet, and comfortable. However, I need the room cooler than 66, which is as low as the AC unit would go. As a consequence, I woke up numerous times because I was sweating (with only the sheet covering me). This is the only reason I gave it a 4 star rating instead of 5. Parking was easy and close."

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashland vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashland vacation rentals we have selected for you start as low as CA $198 per night. Entering your travel dates in the search wizard 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.

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?

Luxury Lake House with Sandy Beach, 90' Dock & Panoramic Lake Views: Visitors like this Ashland vacation home rental. It is located on the beach and has a patio, 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. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals are there in Ashland?

Choose from 8 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.

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Check prices for these dates

Our top choices for Ashland vacation rentals

1. Cold Spring Plymouth Resort

2. Squam waterfront 2 bed 2 bath (Suite 8)

3. Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

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

5. Lake View Cedar Lodge Room w/ Private Balcony

6. Gilford Perfect Getaway Pool, WIFI & Free Parking

7. Best value on Newfound Lake NH 2 day min

8. Meredith Bay - Brand New 1st Floor Apartment In Private Home

9. Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!

10. 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!

11. Cozy condo with WiFi, fitness room in enjoyable Laconia

12. Lake Cottage - Put your Feet up and Relax!

13. Cedar Lodge Room 2 Queen Beds & Private Balcony

14. The Gnome Home Cottage located near white mountain NH

15. Luxury Lakefront w/Hot Tub, Beach, Mountain Views!

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

17. Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!

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

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

20. Cozy Cabin Waterville Estates

Find vacation rentals that suit your style

Top Ashland Hotel Reviews

The Lake Estate on Winnisquam

Cold Spring Plymouth Resort

The Naswa Resort

Fireside Inn & Suites Gilford

Super 8 by Wyndham Tilton/Lake Winnipesaukee

Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG

The Summit Resort

Mill Falls Resort Collection at the Lake

Weirs Beach Motel and Cottages

Find out more about Ashland

Frequently asked questions

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