Search Jackson Cottage Rentals from CA $223

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Jackson Cottages

Storyland Santa’s Village Foliage Peaceful Rustic Family Cottage Dogs Welcome

Storyland Santa’s Village Foliage Peaceful Rustic Family Cottage Dogs Welcome

Jackson NH Peaceful, Country Cottage / Access to Fabulous Amenities

9.8 out of 10, Exceptional, (292)
"Perfect location, peaceful and the cottage is perfect"
Jackson NH Peaceful, Country Cottage / Access to Fabulous Amenities

BMV6 Awesome "Tiny Home" A/C, Mountain Views, Minutes to Skiing, Hiking, Attractions, Dog Friendly!

The price is CA $373
CA $744 total
includes taxes & fees
Sep 16 - Sep 17
BMV6 Awesome "Tiny Home" A/C, Mountain Views, Minutes to Skiing, Hiking, Attractions, Dog Friendly!

Retreat near Conway : HotTub, Harry Potter Room

9.6 out of 10, Exceptional, (5)
"House was nice comfortable acutely listed "
Retreat near Conway : HotTub, Harry Potter Room

Rustic Intervale Hideaway w/ Deck & Wooded Views!

3.0 star property
9.0 out of 10, Wonderful, (2)
"Lovely property. Very dark at night. Missed the house a couple times because gps had us stopped at a nearby house. Could use a light by number at roadside. Everything we needed was supplied and clean. Bathroom is in a weird place with 3 doors to kitchen, living room and basement. "
Rustic Intervale Hideaway w/ Deck & Wooded Views!

Steps to Saco River: Outdoor Rec Hub in White Mtns

3.0 star property
Steps to Saco River: Outdoor Rec Hub in White Mtns

Newly renovated 4-bedroom cottage, directly on Highland Lake

2.0 star property
10.0 out of 10, Exceptional, (3)
"House was beautiful! We loved the location in Bridgton, close to shops, restaurants, church. The proximity to the water was amazing, so nice to sit out on the docks with coffee or a glass of wine and watch the boats go by. The house itself was lovely, plenty of room for our group of 6 with stocked updated kitchen and lots of bedroom space for all. We were fortunate to have fantastic weather as well; definitely one of our best vacation weeks ever!"
Newly renovated 4-bedroom cottage, directly on Highland Lake

Red Retreat at Mt. Washington with NEW 4 person Jacuzzi

8.8 out of 10, Excellent, (18)
"A great place to stay for skiers! It was a really cozy house to stay in with a great hot tub and rec room area!"
The price is CA $223
CA $656 total
includes taxes & fees
Aug 26 - Aug 27
Red Retreat at Mt. Washington with NEW 4 person Jacuzzi

Two-story dog-friendly cabin with a wood stove, pool, tennis, beach, W/D

9.2 out of 10, Wonderful, (15)
"Kitchen table big enough for large family"
Two-story dog-friendly cabin with a wood stove, pool, tennis, beach, W/D

The "Ski Patrol" Cottage at Applebrook - Direct Mountain Views!

9.6 out of 10, Exceptional, (5)
"We had a great time here! Cozy and super pet friends but clearly they clean after each pet because no traces! Three coffee machines to choose fro, hot water and comfy beds. Perfect for a weekend mountain getaway!"
The "Ski Patrol" Cottage at Applebrook - Direct Mountain Views!

Kezar Lake Beautiful Waterfront Property Beach Dock Mtn View AC Now Booking 2026

10.0 out of 10, Exceptional, (23)
"We love Clover Cottage! It’s lovely, well appointed and in a great location. The host has thought of everything. This was our second stay and it did not disappoint."
Kezar Lake Beautiful Waterfront Property Beach Dock Mtn View AC Now Booking 2026

9 Mi to Franconia Notch State Park: Cozy Cottage

9 Mi to Franconia Notch State Park: Cozy Cottage

Cozy North Conway Home: Walk to Slopes & Dtwn

3.0 star property
10.0 out of 10, Exceptional, (3)
"Excellent location cool rustic decor bedrooms were fairly cool at night even without a/c in home "
Cozy North Conway Home: Walk to Slopes & Dtwn

Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!

9.8 out of 10, Exceptional, (111)
"We had a great stay at this charming Jackson home for New Year’s Eve! The house was very clean and everything we could need was provided. We enjoyed the amazing hot tub and cozy wood stove. The owner was so nice and helpful and made check in/out very easy! We loved staying here! "
The price is CA $289
CA $815 total
includes taxes & fees
Sep 3 - Sep 4
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!

Charming Lovell Cabin - 7 Mi to Kezar Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The cabin is charming in a quintessential Maine setting. Thank you for your hospitality! "
Charming Lovell Cabin - 7 Mi to Kezar Lake!

Cozy lake house with private beach

9.0 out of 10, Wonderful, (10)
"Totally enjoyed this comfortable and lovely home on the pond. The porch and view made for very wonderful lounging. Day trips were easy from this destination. Everything that I needed during my stay was right there for it to be a home away from home for me."
Cozy lake house with private beach

Outdoor Exploration: Quaint North Conway Cottage!

3.0 star property
10.0 out of 10, Exceptional, (2)
Outdoor Exploration: Quaint North Conway Cottage!

North Conway Home ~ 2 Mi to Cranmore Mountain!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great cousins weekend house was amazing very cozy and clean we were able to check in a little earlier which was nice. I would highly recommend staying here and we certainly will go back "
North Conway Home ~ 2 Mi to Cranmore Mountain!

Beautiful Carriage House in Downtown Jackson!

3.0 star property
Beautiful Carriage House in Downtown Jackson!

Private Community Beach: Family Conway Retreat!

3.0 star property
Private Community Beach: Family Conway Retreat!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Jackson Hotel Reviews