Ashland Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Ashland vacation rentals

Deluxe Apartment, 2 Bedrooms, Kitchen | Mountain view

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (211 reviews)
"Clean and comfortable rooms, friendly staff "
United States
laura
The price is ￥21,010
￥22,795 total
includes taxes & fees
Jun 3 - Jun 4
Cold Spring Plymouth Resort
Property grounds

Safari Tent Site 7 | 1 Queen Bed & 1 Twin Bed | Pond View

Safari Tent Site 7 | 1 Queen Bed & 1 Twin Bed | Pond View
Woodstock
The price is ￥9,301
￥22,148 total
includes taxes & fees
May 18 - May 19
Safari Tent Site 7 | 1 Queen Bed & 1 Twin Bed | Pond View
Property grounds

A-Frame Site 1 | Queen Bed | Pond View

A-Frame Site 1 | Queen Bed | Pond View
Woodstock
The price is ￥15,900
￥28,422 total
includes taxes & fees
Jun 7 - Jun 8
A-Frame Site 1 | Queen Bed | Pond View
Property grounds

Safari Tent Site 4 | 1 King Bed | Pond View

Safari Tent Site 4 | 1 King Bed | Pond View
Woodstock
The price is ￥8,040
￥20,780 total
includes taxes & fees
May 19 - May 20
Safari Tent Site 4 | 1 King Bed | Pond View
TV, table tennis

Cute Cedar Lodge Studio with Balcony & Lake Views!

Cute Cedar Lodge Studio with Balcony & Lake Views!
Weirs Beach
9.6 out of 10, Exceptional, (17 reviews)
"Enjoyed our stay. "
United States
Ilene T.
The price is ￥15,017
￥33,994 total
includes taxes & fees
May 27 - May 28
Cute Cedar Lodge Studio with Balcony & Lake Views!
Pool

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

Inviting condo in quiet locale with partial lake views, balcony & grilling area
Gilford
8.4 out of 10, Very Good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is ￥12,037
￥43,195 total
includes taxes & fees
May 28 - May 29
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Marina

Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!

Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!
Weirs Beach
9.6 out of 10, Exceptional, (69 reviews)
"Great location, only 5 miles from our concert venue and off the main routes so it was quite quiet."
United States
VERNON
The price is ￥26,133
￥56,913 total
includes taxes & fees
May 24 - May 25
Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!
Property grounds

Gorgeous Waterfront Condo with Lake Access & Views

Gorgeous Waterfront Condo with Lake Access & Views
Tilton
9.8 out of 10, Exceptional, (38 reviews)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is ￥16,265
￥47,100 total
includes taxes & fees
May 17 - May 18
Gorgeous Waterfront Condo with Lake Access & Views
Sun loungers, beach towels

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

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.6 out of 10, Exceptional, (23 reviews)
"a cute spot for an easy quick stay - close to all attractions. Quiet and clean and great communication with host. "
United States
Leah C.
The price is ￥39,120
￥63,411 total
includes taxes & fees
May 28 - May 29
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Exterior

Lumen Nature Retreat | Cabin LYKKE-KEYLA

Lumen Nature Retreat | Cabin LYKKE-KEYLA
Woodstock
The price is ￥18,263
￥34,112 total
includes taxes & fees
May 17 - May 18
Lumen Nature Retreat | Cabin LYKKE-KEYLA
Marina

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, (55 reviews)
"Great location, easy and smooth stay!"
United States
Aimee M.
The price is ￥16,551
￥44,751 total
includes taxes & fees
May 18 - May 19
2 Bdrm Condo walking distance to Weirs Beach and much more!!
Interior

Cozy condo with WiFi, fitness room in enjoyable Laconia

Cozy condo with WiFi, fitness room in enjoyable Laconia
Weirs Beach
9.2 out of 10, Wonderful, (7 reviews)
"The condo was clean and much larger than expected! We had a wonderful stay! "
United States
Beth M.
The price is ￥16,962
￥45,556 total
includes taxes & fees
May 19 - May 20
Cozy condo with WiFi, fitness room in enjoyable Laconia
Exterior

Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is ￥14,809
￥33,214 total
includes taxes & fees
May 19 - May 20
Cedar Lodge Room 2 Queen Beds & Private Balcony
Exterior

Safari Tent Site 9 | 1 Queen Bed & 1 Bunk Bed | Pond View

Safari Tent Site 9 | 1 Queen Bed & 1 Bunk Bed | Pond View
North Woodstock
The price is ￥9,661
￥22,538 total
includes taxes & fees
May 19 - May 20
Safari Tent Site 9 | 1 Queen Bed & 1 Bunk Bed | Pond View
Exterior

Lumen Nature Retreat | Cabin HYGGE-EBBE

Lumen Nature Retreat | Cabin HYGGE-EBBE
North Woodstock
The price is ￥18,900
￥35,147 total
includes taxes & fees
May 18 - May 19
Lumen Nature Retreat | Cabin HYGGE-EBBE
Table tennis

Stunning Lake Views close to Weirs Beach & Gunstock

Stunning Lake Views close to Weirs Beach & Gunstock
Weirs Beach
The price is ￥14,983
￥34,261 total
includes taxes & fees
May 18 - May 19
Stunning Lake Views close to Weirs Beach & Gunstock
Property grounds

Lumen Nature Retreat | Cabin LYKKE-JUNI

Lumen Nature Retreat | Cabin LYKKE-JUNI
North Woodstock
The price is ￥18,222
￥34,035 total
includes taxes & fees
May 17 - May 18
Lumen Nature Retreat | Cabin LYKKE-JUNI
Smart TV, fireplace, DVD player, books

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

Mountain Cabin with long range views, privacy, and more.
Campton
9.6 out of 10, Exceptional, (7 reviews)
"Great cabin, great location with an awesome view of the mountains "
United States
Kevin D.
The price is ￥18,835
￥52,645 total
includes taxes & fees
Jun 8 - Jun 9
Mountain Cabin with long range views, privacy, and more.
Outdoor spa tub

Hot Tub + Pool Table + Resort Access + Fast Wifi

Hot Tub + Pool Table + Resort Access + Fast Wifi
Campton
10.0 out of 10, Exceptional, (3 reviews)
"The location in the house was awesome. We enjoyed our stay very much. Our host was very accommodating and quick with the responses if we had a question!! We would definitely stay here again."
United States
Matt M.
The price is ￥19,364
￥67,409 total
includes taxes & fees
May 17 - May 18
Hot Tub + Pool Table + Resort Access + Fast Wifi
Smart TV, fireplace, foosball

Peaceful Relaxing Lodge in Waterville Valley

Peaceful Relaxing Lodge in Waterville Valley
Thornton
9.6 out of 10, Exceptional, (73 reviews)
"Great location. Had everything we need for the stay."
United States
Jason D.
The price is ￥20,669
￥57,310 total
includes taxes & fees
May 27 - May 28
Peaceful Relaxing Lodge in Waterville Valley
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

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

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

2/10 Terrible
"Stayed there many times and everything is fine every time. Keeps me coming back!"
Bev 2-night trip
Posted 22 hours ago
Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG

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:

  • View our selection of featured holiday rentals in Ashland
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  • Enter your travel dates to view the best deals on holiday rentals in Ashland while they last

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?

Cold Spring Plymouth Resort: This Ashland vacation home rental is located in the mountains and has an outdoor pool, an outdoor tennis court, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. Make the most of the hot tub in this rental home to help you unwind.

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 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.