Jacksonville Rentals

Close

Updating...

Enter dates for more accurate prices

108 Houses

Bright three-level home w/water views, jetted tub, firepit, and more!

Jacksonville house

2 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 2 hours 50 minutes

Price per night from

$209

NEW! Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville cottage

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 11 minutes

Price per night from

$201

Great rentals within 20 miles that match your search

Classic New England Farm House

Chesterfield b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 20 minutes

Price per night from

$52

Vermont Log Cabin available for weekend and weekly

Guilford log cabin

2 bedrooms / 1 bathroom / sleeps 5

“Awesome cabin in the woods!!!” We loved our stay in Guilford. It was plenty of space for our family of 4. The cabin was cozy, clean, and had everything we could have ever needed. We even got to enjoy the potbelly stove on one of the chillier nights. Perfect escape from the city for us!!!

Price per night from

$126

Cozy Lakefront Cottage

Somerset cottage

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$172

Pocumtuck Cabin

North Adams log cabin

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$144

Rustic East Dover House w/ Pond Near Mount Snow!

Dover house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 16 minutes

Price per night from

$247

Mahican Cabin

North Adams log cabin

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$189

Charming Colonial with History, Hearth and Heart

Shelburne Falls house

3 bedrooms / 2 bathrooms / sleeps 2

Price per night from

$172

Adorable Studio apartment in Brattleboro

Brattleboro apartment

/ 1 bathroom / sleeps 2

Price per night from

$155

Lake House in Berkshires

North Adams cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$121

New Lakefront Cedar Log Home

Wilmington chalet

3 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$516

10 Guests! 5 BR, Weddings, Attractions, Fire pit❤️

Colrain house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$275

Lorch's Hill: Secluded Vacation Home on 140 Acres... With Pool!

Wardsboro house

5 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$287

Unique People & Pet-Welcoming Country Haven

Charlemont apartment

1 bedroom / 1 bathroom / sleeps 4

“Beautiful B&B suite just off the main route to Berkshires, etc. Ideal for pets.” This rental is a large suite, completely separate from the owner's house. Kitchen, 1/2 bath, dining area, and another long room w/ living room area (TV w/ just about everything on it and WiFi) and the bed at one end. Great lighting with floor to ceiling windows. Rugs everywhere and just about everything you could need to take care of your pet. The patio is available, and that is where you'll receive excellent scones with jam and butter every morning, and the fridge is already stocked with milk. Bathroom is also stocked. Clean and comfy. Easy to cook there. Owner's dogs stay in her house and her fenced backyard, and large front yard with great landscaping is available for your pets. Plus, it's up in the woods and you can walk for miles without seeing cars. Location is quick access to Hwy 2, which takes you to the interstate and all of the nearby amenities. We went hiking at Savoy park and Greylock. Greylock is worth the drive. Also went to a concert at Mass MoCA, which is in nearby North Adams. Owner is very friendly - available if you need her, and lets you be when you don't need her. We brought our dog who loved being out in the country. Next time we come up, we will definitely want to stay here again.

Price per night from

$161

Cozy Mount Snow Home on Ski Home Trail

Dover townhouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$201

Condo at Mt. Snow in So VT May 27-30 @ $145/night

Dover apartment

2 bedrooms / 2 bathrooms / sleeps 8

“Great location and comfortable accommodations -what could be better?” We really enjoyed our stay here with my wife and older children (son, daughter and boyfriend) The location provides great slope access. The condo is clean and comfortable, has everything you need. No need to visit the busy lodges when you can come in for lunch or a quick warm-up. Having Competitions going on on Baba right outside the deck was great too!

Price per night from

$401

Kassmel's Mountain Haus

West Wardsboro house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 36 minutes

Price per night from

$344

Price per night from

$459

5 mins to Mt Snow Free Shuttle Ski Home

Dover townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 41 minutes

Price per night from

$201

Mount Snow Area Home with 5 Bedrooms

Wilmington house

5 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 2 hours 34 minutes

Price per night from

$344

ROOM walking distance to Mass MoCa

North Adams apartment

1 bedroom / 2 bathrooms / sleeps 8

Price per night from

$115

Mohawk Cabin

North Adams log cabin

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$189

Spacious Wilmington Home w/ Game Room & Deck!

Wilmington house

6 bedrooms / 5 bathrooms / sleeps 22

Responds fast! avg. 11 minutes

Price per night from

$172

Whispers of the North

West Wardsboro house

6 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$252

PARADISE on EARTH! - Historic 4BR Farmhouse

West Halifax house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$327

Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access

Wilmington house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$287

Retreat in the Woods

Savoy house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 18 minutes

Price per night from

$230

Penthouse at Brandt House B&B

Greenfield b&b

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$286

Spacious Modern Ski Home near The Hermitage / Mt. Snow

Dover house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$426

Casual lux near Hermitage Club & Four Columns Inn

South Newfane villa

4 bedrooms / 6 bathrooms / sleeps 8

Price per night from

$1,719

Flight's End-A Country Home with Babbling Brook

Hawley house

3 bedrooms / 2 bathrooms / sleeps 8

“Perfect getaway” We spent few days there. It is very quiet and private. We loved the retro look. Looking forward going there again. It was New Year's eve we were hoping for.

Responds fast! avg. 1 hour 39 minutes

Price per night from

$172

Balsam Cottage 4BR, Hot Tub, Pool Table, Fireplace - 5 minutes to the slopes

Dover house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$573

Mountaintop Cabin w/Waterfront & Amazing View

Bennington chalet

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$201

Family Home w/Game Room & Sauna-Mins to Mt. Snow!

Dover house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 11 minutes

Price per night from

$400

'John's Farmhouse in Mount Snow' on 120 Acres!

Whitingham house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 11 minutes

Price per night from

$358

Apartment walking distance to Mass MoCa!!

North Adams apartment

2 bedrooms / 1 bathroom / sleeps 10

Price per night from

$201

Log Cabin, 4 BR / 2 Bath Minutes to Mount Snow!

Dover log cabin

4 bedrooms / 2 bathrooms / sleeps 12

“Excellent” The cabin is really really nice. Very clean, neat , and got everything you need even for longer stay. Its more spacious than it looks on the pictures . Everything match owner description. Location is also very nice , but in snowy conditions i would recommended AWD vehicle to get there . Also big plus for owner Brian great communication, fast responses , and helpful advices. Overall great experience , i would recommend to everyone ! Thank you

Price per night from

$228

Viewing 38 of 108
rentals in Jacksonville

×