Cottage vacation rentals in Pioneer Valley
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Pioneer Valley
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pioneer Valley cottage rentals
Cottage rentals with a hot tub
Cottage in Great Barrington
4.93 out of 5 average rating, 239 reviewsArtist Cottage
Cottage in Litchfield
4.89 out of 5 average rating, 261 reviewsLitchfield - Hot Tub - Mohawk Mountain - Fireplace
Cottage in Williamsburg
4.71 out of 5 average rating, 99 reviewsNorthampton-area Hot tub Pet Friendly
Cottage in Southwick
4.97 out of 5 average rating, 65 reviews4 Kayaks Lake View from Hot Tub Fire Pit Six Flags
Cottage in Burlington
5.0 out of 5 average rating, 44 reviewsCozy Cottage w/Lakefront Views, Swim Spa & Firepit
Cottage in Eastford
4.89 out of 5 average rating, 75 reviewsSerenity Ashford Lake
Cottage in Rindge
4.8 out of 5 average rating, 54 reviewsWaterfront Cottage with a HOT TUB
Cottage in Woodstock
5.0 out of 5 average rating, 13 reviewsLakefront Cottage Complete with Kayaks!
Pet-friendly cottage rentals
Cottage in Florida
4.83 out of 5 average rating, 105 reviewsPeaceful Mountain Cabin by Ski, Kayak, Museums +!
Cottage in Newfane
4.99 out of 5 average rating, 179 reviewsCozy Vermont Antique Sugar House with Fireplace
Cottage in Hillsdale
4.94 out of 5 average rating, 171 reviewsCozy Cottage Catamount, Berkshires Walk to Brewery
Cottage in Windsor
4.89 out of 5 average rating, 166 reviewsIn-law apartment in Farmington River Cottage
Cottage in Williamstown
4.9 out of 5 average rating, 165 reviewsCute Cozy Comfy Cottage in the Berkshires
Cottage in Sharon
4.9 out of 5 average rating, 126 reviewsFoxfire Hill: A Bit of Luxury in the Countryside
Cottage in Sunderland
4.88 out of 5 average rating, 152 reviewsGreen Mountain Retreat
Cottage in North East
4.86 out of 5 average rating, 130 reviewsSunset Cottage: Unplug - Relax - Recharge
Private cottage rentals
Cottage in New Lebanon
4.94 out of 5 average rating, 177 reviewsThe Writer's Cottage
Cottage in Goshen
4.98 out of 5 average rating, 104 reviewsCountry Cottage in Goshen
Cottage in Chaplin
4.88 out of 5 average rating, 130 reviewsClark Cottage in the historic village in Chaplin
Cottage in Killingly
4.94 out of 5 average rating, 421 reviewsLake front cottage
Cottage in Collinsville
4.96 out of 5 average rating, 113 reviewsThe Carriage House
Cottage in Lanesborough
4.93 out of 5 average rating, 220 reviewsStone School Cottage
Cottage in Hinsdale
4.99 out of 5 average rating, 141 reviewsCozy Cottage in the Berkshires
Cottage in West Stockbridge
4.98 out of 5 average rating, 108 reviewsHistoric 1810 Farmhouse - Fully Renovated
Destinations to explore
- Cambridge Vacation rentals
- Montauk Vacation rentals
- New Haven Vacation rentals
- Salem Vacation rentals
- Newport Vacation rentals
- Lake George Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Cottage rentals The Hamptons
- Cottage rentals New Hampshire
- Cottage rentals Massachusetts
- Rentals with a patio Pioneer Valley
- Rentals with pools Pioneer Valley
- Family-friendly rentals Pioneer Valley
- Rentals with lake access Pioneer Valley
- Fitness-friendly rentals Pioneer Valley
- Rentals with beach access Pioneer Valley
- Bed and breakfasts Pioneer Valley
- Cabin rentals Pioneer Valley
- Kid-friendly rentals Pioneer Valley
- Apartment rentals Pioneer Valley
- Rentals with breakfast Pioneer Valley
- Monthly Rentals Pioneer Valley
- Rentals with a fire pit Pioneer Valley
- Rentals with outdoor seating Pioneer Valley
- Private suite rentals Pioneer Valley
- Rentals with a hot tub Pioneer Valley
- Condo rentals Pioneer Valley
- House rentals Pioneer Valley
- Waterfront rentals Pioneer Valley
- Rentals with an EV charger Pioneer Valley
- Rentals with a fireplace Pioneer Valley
- Smoking-friendly rentals Pioneer Valley
- Rentals with a kayak Pioneer Valley
- Pet-friendly rentals Pioneer Valley
- Rentals with a washer and dryer Pioneer Valley
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes