Holiday rentals with a pool in Hartford

Luxury Mid-Century Modern Vermont Home, Okemo View

The Brewster House is a premiere destination for skiing, hiking, enjoying the country or just lounging by the pool. Designed by renowned mid-century modern architect turned painter George W.W. Brewster, the Brewster House has been lovingly restored and updated, and filled with original, local art. With gorgeous views of Okemo and Hawks Mountain Wildlife Area, the Brewster House is close to incredible dining, great art galleries, and antique shops. Come bask in beauty and relax completely!

Specials Ski-in Ski-Out Cozy Mountainside Condo

Come relax at our cozy retreat after a day of skiing or golf. 36 challenging holes or Ski-in/out from your door. Sweeping mountain views, vaulted ceilings, huge sleeping loft & fireplace, this open concept home is a great escape for couples/families. Strong Wi-Fi & dedicated office space make it easy for distance working. 4 smart TVs & plenty of games/toys for relaxing at home too! Plus our guests have access to all Quechee Resort amenities like gym/sauna/pools/beach/racquet/dining & more…

The Wheelock House- Family Home in Quechee

The Wheelock House is the ideal Quechee escape! Easy access to all Quechee and the Upper Valley has to offer. Under a mile to the club & ski hill, the location makes vacationing here a dream. In fall, pick apples at the orchard on our road. In winter, you can pop back-and-forth to the ski hill with ease, or snowshoe right out the back door on the green belt trails. In summer, enjoy two world-class golf courses, the lake, and beautiful rivers. Easy access to Dartmouth, Woodstock, & ski resorts.

Premier Quechee Newton Village Condo: Pet Friendly

Welcome to our Quechee Condo. We are a Colorado family with roots in New England and wanted our kids to grow up and experience the best of what New England has to offer. Quechee! This well cared for 3 bedroom unit is located near Lake Pinneo, the Quechee Clubhouse, Tennis/Pickle, Ski hill and Golf Courses. The condo comfortably sleeps 6 guests with an additional pull out sofa for more capacity. Close to Woodstock, Dartmouth, Killington & Okemo Golf, tennis, & Ski Hill are open to renters

Ski Mountain View Estate

Pool is open for the summer of '26 Have fun in Vermont with the whole family at this peaceful off the grid feeling private home. Come see the amazing, scenic views Vermont has to offer. We are located minutes to some great ski mountains if you are looking to ski or snowboard. Love hiking? Enjoy hiking right out back of our home. Great time for the kids and parents to have a sledding party with a fire and views. Then relax in the new hot tub right off the deck. Great multi family getaway

Windfall~Condo @Quechee Lakes VT~ Golf. Ski. Renew

Welcome to Windfall - A freshly updated Townhome, Ideally located in the heart of Quechee Lakes resort. ∙Open floor plan, modern kitchen & 2 comfortable bedrooms. ∙ Ideal for 4 guests, Windfall can comfortably sleep 5 ∙ Walk to Quechee village, covered bridge & Simon Pearce. ∙ Guest access to all Quechee Lakes amenities (Fee required) ∙ Spotlessly clean, tastefully furnished, stocked with thoughtful amenities. ∙Fireplace, A/C, TV & WiFi, private deck ∙Hosted by Local VT owner & Super-host

Labor Day Escape | Designer Cabin + Fire Pit

Escape to Pine & Plaid, our Guest Favorite four-bedroom designer cabin in Quechee, Vermont. Tucked into the woods and minutes from Woodstock, it’s an ideal home base for Labor Day weekends and Vermont’s spectacular fall foliage. Explore Quechee Gorge, hike, golf or spend the day in Woodstock, then come home to gather around the fire pit on crisp Vermont evenings. Sleeps 8 with plenty of space for families and friends looking for a stylish, cozy New England getaway. @pineandplaidvt

Serene Top Floor Condo (resort style amenities)

Welcome to Killington! We offer a year round accommodation with the convenience of walking to the lifts, free covered parking, private balcony, full kitchen, and 24/7 keyless entry. The Mountain Green condos have great seasonal amenities in our building such as indoor/outdoor pool, hot-tub, fitness center, ski rental , full service bar/restaurant, outdoor lockers. This is the ideal setup for anyone enjoying the mountain without driving to it!

Luxury Container Home with Sauna & Heated Pool

Escape to a luxury modern container retreat minutes from Okemo Mountain. Set on 3 private acres with mountain views, this unique getaway features a sauna, heated plunge pool and thoughtfully designed modern interiors. Perfect for skiing, hiking, fall foliage, or relaxing in nature, the home blends comfort, style, and privacy while still being close to restaurants, lakes, golf, and everything Ludlow has to offer year-round.

Beautiful Spacious Condo at Killington Resort

This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

Private Farmhouse with in ground pool!

Escape to Your Vermont dream vacation… Nestled in the heart of Vermont’s picturesque countryside, this charming farmhouse offers the perfect blend of rustic charm and modern comforts! Book your stay at this private retreat with serene surroundings, and the ultimate luxury—a private in-ground pool for warm summer days and an outdoor fire pit for s’mores!

Fun in VT, Cozy and Comfy

Nestled in the wood, a 3 bedroom, three bath house. Amenities include all the Quechee club has to offer, hiking, swimming, golf course, skiing, great restaurants. Open concept with master on first floor. Great loft area for the kids. Pet friendly. Get away from it all.