Family-friendly holiday rentals in Ashland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Ashland
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Ashland family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Tilton
4.94 out of 5 average rating, 421 reviewsTimothy House
13 – 20 Feb
Chalet in Campton
4.91 out of 5 average rating, 307 reviewsMountain cabin with views, privacy, and more.
19 – 26 June
Loft in Monroe
4.94 out of 5 average rating, 194 reviewsThe Loft at River's Edge w/hot tub!
15 – 22 Dec
Home in Campton
4.93 out of 5 average rating, 295 reviewsSpectacular log home with indoor pool and hot tub
6 – 13 Apr
Cabin in Jackson
4.81 out of 5 average rating, 855 reviewsCozy Wooded Cabin/private hot tub/fireplace/river
28 Mar – 4 Apr
Cabin in Haverhill
4.92 out of 5 average rating, 418 reviewsSecluded Lumberjack Cabin w/ Hot Tub, Pool & Lake
4 – 11 July
Condo in Woodstock
4.93 out of 5 average rating, 153 reviewsLuxury Condo Mins to White Mountains & Lincoln
9 – 16 May
Cabin in Rochester
4.94 out of 5 average rating, 216 reviewsawesome private cabin
29 Aug – 5 Sept
Family- and pet-friendly home rentals
Cabin in Tamworth
4.9 out of 5 average rating, 438 reviewsLuxurious Mountainside Cabin! Fantastic Views!
12 – 19 July
Cottage in Freedom
4.78 out of 5 average rating, 441 reviewsLakefront, Beach Private, Amazing Views, & pets!
22 – 29 Nov
Home in Albany
4.81 out of 5 average rating, 371 reviewsCozy Guest Suite in White Mountain National Forest
3 – 10 Oct
Apartment in Gilford
4.88 out of 5 average rating, 307 reviewsMountain View Cabin #1
12 – 19 Apr
Guest suite in Thornton
4.98 out of 5 average rating, 167 reviewsWelch Mountain Chalet Bed & Breakfast
8 – 15 July
Apartment in Jackson
4.97 out of 5 average rating, 504 reviewsStudio, pet friendly, river views, Jackson NH
18 – 25 Nov
Guesthouse in Groton
4.98 out of 5 average rating, 246 reviewsGroton Forest Retreat
27 Dec – 3 Jan
Cabin in Campton
4.9 out of 5 average rating, 105 reviewsAuthentic Log Cabin
31 Dec – 7 Jan
Family-friendly home rentals with a pool
Tiny home in Thornton
4.97 out of 5 average rating, 198 reviewsSmall cabin in the White mountains
18 – 25 Sept
Guest suite in Ryegate
4.91 out of 5 average rating, 211 reviewsSecluded Paradise on the Connecticut River, VT
29 June – 6 July
Condo in Waterville Valley
4.76 out of 5 average rating, 316 reviews🔷 Cozy Ski Condo 🔷
23 – 30 Dec
Condo in Intervale
4.93 out of 5 average rating, 147 reviewsUpscale retreat w/ panoramic White Mountain views
14 – 21 July
Condo in Lincoln
4.92 out of 5 average rating, 206 reviewsLoon Mountain Studio with a Loft
7 – 14 Aug
Condo in Bartlett
4.85 out of 5 average rating, 251 reviewsAttitash Studio | 5min to Storyland| Pools
22 – 29 July
Condo in Lincoln
4.92 out of 5 average rating, 231 reviewsBeautiful 2b/2b Riverfront Loon Condo
12 – 19 Jan
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
29 Sept – 6 Oct
Quick stats about holiday rentals that are family-friendly in Ashland
Total rentals
50 properties
Wi-Fi availability
50 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
1K reviews
Nightly prices starting at
$122 AUD before taxes and fees
Destinations to explore
- Cambridge Accommodation & holiday rentals
- Portland Holiday rentals
- Burlington Holiday rentals
- Salem Holiday rentals
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