Holiday Rentals in Spencertown
Revenue impacts this sort order. Learn more
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 km
50 rentals in Spencertown.
Suite 4 - Quiet and private accommodations in a country setting.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Suite 1 - Quiet and private accommodations in a country setting.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Modern Cozy Wooded Retreat
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Hudson Valley Berkshires Cottage
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Escape the City! Incredible Hillside Country House. Sleeps 11.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Suite 3 - Quiet and private accommodations in a country setting.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Suite 2 - Quiet and private accommodations in a country setting.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Suite 5 - Quiet and private accommodations in a country setting.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Deluxe cottage retreat!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
The following properties within 32 kms of Spencertown match all your filters:
We welcome you to enjoy the Fall Foliage and the Beauty of Sunny Pond ...
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
August Summer weeks available! Pool, Jacuzzi, Pond, Private Chef & More!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Berkshire Barn on 23 Wooded Acres 2BR/1.5 Bath Sleeps 7
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Views of Catamount! Tanglewood, Skiing, Bash Bish Falls, Barn At Liberty Farms!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Newly Renovated Cabin in the Country
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Austerlitz , New York, Columbia County
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Cozy Secluded Cabin in the Berkshires
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Cozy apartment overlooking our small farm. Family Friendly.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Spacious secluded ranch yet close to Great Barrington, Lenox, & Hudson, NY.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Dream getaway - mtn views, ski, pool, deck, nearby lake, work from home setups
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Austerlitz Home w/ Updated Interior + Porch!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Total Privacy! Tanglewood Retreat With Berkshire Views!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Family&Dog Friendly--40 Acres In Berkshires-minutes from Tanglewood & Skiing
Holiday Rental House
4 bedrooms
0 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Relax in the Country - Peace, quiet and family friendly
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
NEW! Clean & Cozy Hillsdale Cabin, minutes to Catamount, Tanglewood
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Home Sweet Home in a Best Place to Live Locale
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Escape the City! Incredible Hillside Country House. Sleeps 11.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Luxury Berkshires Family Vacation Rental on 45 Acres
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Berkshires Hudson Valley View Cottage - Private & Quiet
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Modern home w/Pool and Views near Chatham and Hudson
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Cute little ranch in the country
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Midcentury modern retreat nestled between Hudson Valley and The Berkshires!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
It's All About the Mountain Views, Modern Farmhouse
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Chef’s Kitchen, Organic Veggie Garden, Fast Wi-Fi
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Fog Hill Cabin is a peaceful retreat set in a forest landscape. Stargazing Bliss
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
The Upstate Cabin: A secluded getaway in the woods
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Award-winning architectural gem, 17 acres, swimming pond, sited in state forest
Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
19th Century Farm House on 300 Acre Farm
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Charming unique cottage Relax & enjoy the stunning mountains with private views!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Gorgeous large renovated historic home on 10 acres with pool
Holiday Rental House
5 bedrooms
0 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Cozy Four Season Lodge
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Foggy Bottom Studio
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Private Berkshire Mountain Escape
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Patton Pond: the New York side of the Berkshires
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Spring! The Berkshires! 3 Bedroom/ 2 Fireplaces/Fire Pit- NY-Berkshire Retreat.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Tiny House Amid the Grandeur of The Hudson Valley
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Birds’ Nest Bungalow
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Showing results 1-50 of 50
Frequently Asked Questions about Spencertown
- Yes, here are some popular holiday rentals in Spencertown that have a pool:
- Escape the City! Incredible Hillside Country House. Sleeps 11.
- Hudson Valley Berkshires Cottage
- Modern Cozy Wooded Retreat
- Yes, here are some popular holiday rentals in Spencertown that have internet access:
- Escape the City! Incredible Hillside Country House. Sleeps 11.
- Hudson Valley Berkshires Cottage
- Modern Cozy Wooded Retreat
- The best pet friendly rentals in Spencertown are:
- Deluxe cottage retreat!
- Escape the City! Incredible Hillside Country House. Sleeps 11.
- Hudson Valley Berkshires Cottage
- Some of the most popular kid friendly rentals in Spencertown are:
- Escape the City! Incredible Hillside Country House. Sleeps 11.
- Hudson Valley Berkshires Cottage
- Modern Cozy Wooded Retreat