Holiday rentals in Stafford

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Top-rated holiday rentals in Stafford

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Guest favourite

Guest suite in Springfield

4.92 out of 5 average rating, 142 reviews

Luxury studio apartment-walkout basement

Located in a quiet neighbor hood in Sixteen acres springfield, this luxury studio was created with you in mind! The bathroom is loaded with spa like amenities include a rain head shower, and heated floors. Located 7 minutes from Western New England University, 13 minutes from Springfield College and American International College. Also conveniently close to many restaurants and shopping amenities. The perfect stay for a traveling nurse or a business trip or even as the home base for a getaway!

Top guest favourite

Guest suite in Vernon

4.98 out of 5 average rating, 193 reviews

Laura's Loft and Gallery, private suite

Unique and roomy space with private entrance, two bedrooms, full bath with tub shower, and plenty of room to relax. Kitchen space has mini fridge, microwave, toaster oven, hot plate, and crock pot. Pleasant living area opening to 2nd floor deck. WiFi with Ethernet also, great remote work space. Quiet and private, only common area shared with us is first floor entry into breezeway. Free parking on premises. Full coffee setup for your breakfast included, and homemade scones in seasonal flavors.

Guest favourite

Cottage in Holland

4.98 out of 5 average rating, 49 reviews

Blissfully Peaceful Cottage nestled on a lake

Relaxing and quaint cottage nestled on the pristine and bountiful waters of the Hamilton Reservoir. Perfect place to step back with the family and take a much needed timeout to reconnect with your loved one(s). The reservoir is pristine and is clear up to 4’ down. Perfect for swimming or just relaxing on the private beech located steps away. Be our guest, come out and enjoy this peaceful place and take the time to make memories that will last a lifetime. Looking forward to hosting you!

Guest favourite

Guest house in Vernon

4.92 out of 5 average rating, 129 reviews

Cozy private one bedroom guest apt suite

Centrally located, just minutes from I84, 20 min to Uconn, 15 min to capital of Hartford, 1 hour drive to Cts famous casinos, 30 min to MGM Springfield, enjoy local dining close by. Private entrance guest suite with parking for one vehicle at your door. Private bedroom with double bed and pull out sofa in living room area, workspace, smart tv, internet ready, kitchenette with fridge, microwave, 2 burner cooktop, and coffee maker, snacks and refreshments, linens, some toiletries available

Guest favourite

Farm stay in Hampden

4.92 out of 5 average rating, 37 reviews

The Hampden House

Escape to serenity at our small farm, nestled in peaceful Hampden, outside Springfield. With its open and roomy layout, this charming property provides ample space for families to relax and unwind together. The fully fenced yard is perfect for kids and pets to run and play safely. Whether you're seeking a relaxing retreat or an adventure-filled escape, our farm has something for everyone. Book your stay and experience the serenity of country living, perfect for creating family memories.

Guest favourite

Loft in Palmer

4.89 out of 5 average rating, 37 reviews

Retro Loft Apartment 2b

Welcome to Palmer, Nicknamed “The Town of the Seven Railroads” & “New England’s Top Train Enthusiast Location”. So do expect the “Romantic” sounds of the by gone era of a train to rumble thru! We own the popular eatery The Steaming Tender Restaurant (Railroad Themed-located across the tracks at the old Union Station). Open Wednesday- Sunday! If you mention that you are a guest at the LOFTS ON MAIN, you will receive priority seating and complimentary dessert on us!

Guest favourite

Flat in Ashford

4.97 out of 5 average rating, 255 reviews

Enjoy a Farm Stay without the Work

This 3-room one-story apartment with private entrance is attached to the main 1850 farmhouse and also has that older farm charm. Only 10 minutes to Interstate 84 and midway between New York City and Boston, this location allows for ease of access to experiences in the northeast. The property is set back from the state road (Route 89) and allows for relaxed living on a beautiful farm bordered by stone walls and wooded area behind.

Guest favourite

Guest house in Enfield

4.95 out of 5 average rating, 44 reviews

Close BDL AirPort & SixFlags Free Private Parking

Escape to Pineside Retreat in Enfield, CT—a tranquil haven blending comfort and nature. Conveniently located 20 minutes from Bradley Airport and MGM Springfield Casino, 15 minutes from Six Flags, 22 minutes from Holyoke Mall, 5 minutes from Scantic River State Park, and 10 minutes from Windsor Locks Canal State Park. Perfect for professionals or adventurers seeking relaxation in a cozy, rustic-modern retreat.

Guest favourite

Treehouse in Willington

4.91 out of 5 average rating, 457 reviews

Treehouse - Countryside - Farm Animals - Fire Pit

Guest favourite

Flat in Stafford Springs

4.94 out of 5 average rating, 157 reviews

Modern Industrial Apartment with rooftop access

* Modern industrial apartment with rooftop access. * Nestled in an old Mill Building/Artist Community. * Centrally located between Boston and NYC. * 15 mins to UConn, 20 mins to Brimfield Antique Show. * 40 mins to MGM Casino in Springfield, MA. * Walk to restaurants, boutiques, parks, and events. * On-site Yoga, Dance, Recording Studio & Vintage Shop.

Top guest favourite

Flat in Ellington

4.97 out of 5 average rating, 75 reviews

Cozy Apartment in Ellington

Cozy 2nd floor apartment in residential area, located between Hartford and UCONN. Close access to interstate 84 and 91. A small town feeling with access to local good eats and shopping. For those nature lovers we are located close to Shenipsit Lake with walking, hiking and fishing. Numerous parks, playgrounds and trails nearby.