
Vacation rentals with a pool in Manchester
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Manchester
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Cozy cottage with pool, walking distance to lake
Cozy cottage with pool, fire-pit, and a short walk to the lake. Enjoy a relaxing stay at our home exploring the lake and local eateries, or a fun family getaway at the pool. Just a short drive to your winter fun at Jiminy Peak for skiing, or Saratoga during track Season. Minutes to the Crooked Lake House for your wedding stays. Don't forget your four legged family members, while you're snowshoeing, or swimming at the lake. With WIFI and A/C you can tele-work, while sitting pool side this summer.

Beautiful Bromley/Manchester VT Retreat w/hot tub
"Manchester Moose!" Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Beautifully remodeled VT vacation getaway nestled in the Green Mountains. Closest skiing to quaint Manchester VT, minutes from snowmobiling, hiking, fine dining and shopping. This home features 5 bedrooms, 3 with queen beds including 2 Masters, and 2 bedrooms with double bunks. Perfect for 2 or 3 families to enjoy any season in Southern Vermont's beautiful Green Mountains! YouTube video link @GreenMountainStay

No Cleaning Fee~10% OFF~Walk To Mountain~Amenities
⭐️"Beautiful place in a great location - recently renovated, super clean and across the street from town." ⇒ Center of Stratton Village, walking distance to restaurants, shops, and the lifts🚶♂️🏔 ⇒ Private balcony with amazing views 🌅 ⇒ Dedicated workspace 📝 ⇒ Gas fireplace 🔥 ⇒ Fully equipped Chef's kitchen👩🍳 ⇒ Central AC/Heat ⇒ Onsite garage parking for 1 vehicle 🅿️ ⇒ Community amenities: pools, hot tubs, sauna, fitness center, tennis court, hiking trail, washer/dryer ⇒ 67 mbps Wifi

Mid-mod VT Dream Chalet near skiing, lake & forest
Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

Moon Valley Country Retreat no clean fee pets yes
Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Premier Stratton Village Location - Pool & Hot Tub
-- Walk across the street to Stratton Ski Lifts -- Conveniently located near the Stratton Village, this condo places you at the center of all the mountain activities - skiing, mountain biking, events, weddings, shopping & dining. This updated studio includes gas fireplace, AC, stainless appliances, and nice décor. Long Trail House condos boasts underground heated parking, year-round outdoor pool with patio and multiple hot tubs, and sauna. Come visit and relax in the Vermont mountains.

Cozy Vermont Antique Sugar House with Fireplace
Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Magical Farm Getaway - a must visit!
Beautifully restored 18th century farmhouse situated on 4.6 private acres within a 180 acre working farm. Five bedrooms, wood stoves, ample living space, and a cheery sun room with gorgeous views make this house one of a kind. Our backyard features an in-ground, heated, salt water swimming pool (open May to mid-Oct), fire pit (open year-round), large outdoor dining table, gas grill, and a deck with lounge seating and jacuzzi (open year-round). Parties and events are not allowed.

Secluded Luxury Stratton Lodge | Hot Tub & Sauna
Escape to our 5BR/4.5BA luxury mountain lodge (sleeps 8) featuring panoramic views from every room! Relax in the resort-style backyard with a hot tub and seasonally heated pool. Inside, enjoy a gourmet kitchen, cozy fireplace, sauna, an epic game room with pinball, pool, air hockey, darts and more. High-tech and eco-friendly perks include new EV chargers and Sonos speakers throughout the house. With a massive wrap-around deck and fire pit, this is the ultimate private retreat!

Hollywood Bungalow in the Berkshires #C0191633410
Cool Cozy Rustic Country Bungalow with Screening Room on filmmakers/artists' enclave that's well-located in clean and beautiful Williamstown, near incredible Hiking Trails, Farms, Skiing, MASS MoCA, Clark Art Institute, Williams College, with Pool access, Cable & Smart TV, Porch and Patio, Grill, Fire Pit, Piano Bar Outbuilding with stereo & its own WIFI, First Floor Bathroom with Jacuzzi Bathtub, Laundry, fast WIFI, and lots of outlets in a quiet area on a quiet street.

Beautiful rustic woods and fields retreat.
Within the Fritz Conference Center, tucked into the beauty of the Vermont Countryside, is this charming apartment/ mini house. Part of a renovated 19th century barn it is the perfect getaway. It sits on over 33 acres of fields, woods, apple orchard and Mountain View’s. 2 miles from historic Newfane Vermont, you are able to enjoy privacy, while close to the many attractions of the area. We are also dog friendly. There is an extra fee of $50 per trip per dog

Walk to Mt. Snow-Spa-Summer Pool
*Amenity rich studio only a 5 min walk to Mt. Snow's famed Magic Carpet (runs on weekends) *Gas Fireplace *Queen memory foam Murphy bed *Queen pull out with memory foam mattress *Well appointed kitchen *65" curved UHD TV *25Mbps Wifi *USB wall outlets *Blue tooth music streaming to TV *Ample closet space *Patio with chairs *Easy 1st floor access *Fitness center access *Hot tub *Outdoor pool seasonal *Loaner amenities such as phone charger
Popular amenities for Manchester rentals with a pool
House rentals with a pool

Trail Creek - ski home!

The Grizz- AC, Pool, Sauna, Gym, Near Resort

VT spring vacation Relax-Hot Tub-Sauna-fire pit

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Farmhouse at June Farms

Lodge on the Loop: pet-friendly, hot tub & sauna

The Lodge, a 70s Getaway w/Hot tub

Woodsy Retreat Near Skiing, Private Pool in Summer
Condo rentals with a pool

Spring Deals • Quiet Dog-Friendly Mountain Escape

Mount Snow Ski Chalet

Cozy Mountain Retreat w Views | Pool, Hot Tub, Ski

Spring Great Deal Cozy 2 Bedroom .2 mi to lift

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking

One Bedroom Suite Near Okemo

Serene Top Floor Condo (resort style amenities)

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed
Other vacation rentals with a pool

MtSnow/Stratton Ski Lodge-Hot Tub-Game Room-Pool

The Best Vermont Has to Offer!

Dream Catcher Farm

Ski in-out Seasons Condo on mtn-sports center-pool

Slopeside Haven with pool access!

Summit’s Stratton Sneak Away II

Vermont Vacation Villa—Grapevine Getaway

Goose Crossing
When is the best time to visit Manchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$163,009 GYD | G$167,189 GYD | G$146,081 GYD | G$136,468 GYD | G$116,196 GYD | G$160,083 GYD | G$98,432 GYD | G$108,673 GYD | G$114,106 GYD | G$90,909 GYD | G$69,801 GYD | G$100,313 GYD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Quick stats about vacation rentals with a pool in Manchester

Total vacation rentals
Explore 70 vacation rentals in Manchester

Nightly prices starting at
Manchester vacation rentals start at G$18,809 GYD per night before taxes and fees

Verified guest reviews
Over 680 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
70 of Manchester vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Manchester rentals

4.8 Average rating
Manchester stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with outdoor seating Manchester
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- Rentals with a fire pit Manchester
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- Rentals with a sauna Manchester
- Rentals with a hot tub Manchester
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- Rentals with pools Bennington County
- Rentals with pools Vermont
- Rentals with pools United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Killington Resort
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Saratoga Spa State Park
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- June Farms
- Hildene, The Lincoln Family Home
- National Museum of Racing and Hall of Fame
- Adirondack Extreme Adventure Course
- Emerald Lake State Park
- New York State Museum
- Trout Lake




