Condo holiday rentals in Western Massachusetts

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Top-rated condo rentals in Western Massachusetts

Guests agree: These condos are highly rated for location, cleanliness and more.

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Top Guest favourite
The condo building is surrounded by a thick blanket of snow, with multiple units visible. The exterior features a green color and large windows. Snow collects on rooftops and the ground, creating a serene winter scene with trees in the background.
Condo in Dover
4.94 out of 5 average rating, 158 reviews

3 Story Condo - 5 Minutes to Mount Snow!

Charming Dover Green condo just minutes from Mount Snow Ski Resort & Lake Whitingham. This well kept 2 bedroom, 2 bathroom, plus loft bedroom features open concept living, dining, vaulted ceilings, natural woodwork, 65" TV, and a wood burning fireplace. With easy access to Mount Snow, the village of Wilmington, nearby lakes, hiking, and biking, there is so much to do for tremendous year round enjoyment. There is nearby access walkable from the unit to the public MOOver shuttle to get around town

Guest favourite
A modern living area features a gray sofa adorned with patterned cushions. Two sleek black tables are positioned on a striped rug, with a small plant on one of the tables. Tall, dark curtains frame the window, allowing natural light to enter the space.
Condo in Poughkeepsie
4.97 out of 5 average rating, 373 reviews

Spacious and stylish entire one bedroom apartment.

Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.

Top Guest favourite
An indoor hot tub is visible, surrounded by wooden walls and a high ceiling. Large glass doors provide a view of the outdoor pool area, enhanced by lush potted plants on either side. A circular window allows natural light to fill the space.
Condo in Norwich
4.98 out of 5 average rating, 350 reviews

Top Rated Villa located near Mohegan Sun & Mystic

Located on the Norwich Inn and Spa property, this Villa is a true one bedroom unit with access to two clubhouses (9am-10pm) which include a sauna, gym, hot tub, and saltwater pool access (seasonal). It is also located a few miles away from both Mohegan Sun Casino and Foxwoods Resort and Casino with many amazing restaurants to chose from in the area. If you are a fan of golf, we are located right on the back 9 of the Norwich Golf course! Lake of Isles golf course is also about 15 minutes away.

Guest favourite
Condo in Dover
4.95 out of 5 average rating, 99 reviews

Great Amenties-Seasons Condo gym-sport center-pool

True ski in ski out ground floor condo w/ private entrance. Wood burning fireplace, wood included! King size bed in master, true Queen murphy bed, 1-memory foam cot, plus air mattress. Fully stocked & functional kitchen, including Keurig & Mr. coffee. Full bath w/blow dryer. Seating; kitchen counter, expandable table, wine barrel bar top. Walk out the door & down the steps to the NEW Sundance high speed lift. Take the Seasons trail home. Brand new state of the art Sports Center included.

Top Guest favourite
Condo in Norwich
4.98 out of 5 average rating, 190 reviews

The Vacay Villa

The Vacay Villa, minutes away from Mohegan Sun, Foxwoods and The Spa at Norwich Inn, offers so many amenities you won’t have to leave the grounds. Private balcony, fireplace, two outdoor pools (one is currently closed for repair),year-round access to hot tub and saunas, small workout room, laundry facilities, pub and upscale restaurant allow for a one-of-a-kind stay at an incredibly affordable price. Why spend hundreds to stay at the area casinos when you can stay in your own private villa?

Top Guest favourite
A serene indoor hot tub overlooks the outdoor pool area, framed by large glass doors. Potted palm plants are positioned on either side of the tub, adding to the tranquil setting. The space is well-lit, promoting a calm atmosphere.
Condo in Norwich
4.99 out of 5 average rating, 238 reviews

Peaceful Oasis steps from Mohegan Sun

Feel at home at our contemporary yet cozy villa. A private and quiet space in the heart of the area's local attractions (walkable to Mohegan Sun/short drive to Foxwoods). Perfect for a fun-filled weekend or a simple and quiet getaway. Enjoy the scenic views of the surrounding golf course or indulge at the on-site renowned spa. Other noteworthy amenities include a year round opened clubhouse, sauna, and hot tub as well as two beautiful seasonally opened pools. This unit comfortably sleeps 4.

Guest favourite
The outdoor pool area features a clean, blue swimming pool surrounded by a gated patio. Potted plants are placed along the edges, and caution signs indicate floor wetness. A backdrop of colorful flowers and greenery adds a natural touch to the environment.
Condo in Norwich
4.91 out of 5 average rating, 195 reviews

Poolside Jackpot: Studio Condo near Casino

Relax and recharge at this cozy studio condo located behind the Norwich Inn and Spa. Just 1 mile from Mohegan Sun, it’s the perfect secret escape! This inviting studio features an open floor plan with a new King size bed, living area with fireplace, desk space, and a full kitchen with refrigerator. Step outside to your private deck, shaded by trees. Guests also enjoy access to the shared Clubhouse amenities, including a fitness center, dry sauna, whirlpool, and seasonal saltwater pools.

Guest favourite
A clear blue saltwater pool is surrounded by a spacious patio. Lush green trees and flowering plants provide natural privacy, while a partially shaded pergola is visible in the background. The serene atmosphere is enhanced by a bright sky with scattered clouds.
Condo in Norwich
4.94 out of 5 average rating, 175 reviews

Near Casino-Heated Pool/Jacuzzi/Sauna- Onsite Spa

- Sleeps 4 (Queen bed & air mattress) -Heated towel/robe warmer, plush robes, microfiber hair wrap, makeup mirror -Coffee bar w/ french press, espresso machine, fresh coffee beans, flavored syrups, tea -Fully stocked kitchen w/ airfryer, baking essentials, toaster - Access to streaming services is provided (no cable TV) -Barware including cocktail shaker set, champagne flutes, margarita/wine/whiskey glasses -Complimentary toiletries & feminine oriented essentials -Indoor fireplace

Guest favourite
The outdoor saltwater pool features warm, inviting water illuminated by soft blue lighting against the backdrop of a well-structured building. Glass walls allow glimpses of the interior space, creating a seamless connection between the pool area and the indoors.
Condo in Norwich
4.91 out of 5 average rating, 240 reviews

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf

Spa Resort | Casinos | Heated Seasonal Pool and Hot Tub | Sauna | Fitness Room | Clubhouse | Golf | Restaurants | Heated Massage Chair | Warm Robes and Blankets | Electric Fireplace with Remote| New Serra topper Whether you’re looking to get away or jump in, enjoy this relaxing retreat surrounded by upscale amenities! We’ve done our very best to ensure your stay is comfortable and tranquil, full of necessities and extras, and that there are many nearby options for adventure and fun.

Top Guest favourite
Condo in Saratoga Springs
4.95 out of 5 average rating, 221 reviews

Owl's Nest - Unique Condo in Vintage Location

This unique second floor condo is flooded with natural light. Steps from Congress Park and downtown Broadway, and a short walk to the Saratoga Race Course. Skylights, hardwood floors, keyless entry, custom lighting, complete kitchen with stainless steel appliances, air conditioning, washer/dryer all housed in an original Skidmore College building creating a quiet space in a residential neighborhood. On-site parking is included. Intimacy surrounded by all the excitement of Saratoga.

Guest favourite
Condo in Middletown
4.94 out of 5 average rating, 189 reviews

Entire place to yourself Cromwell/Middletown Line

Welcome to Cromwell / Middletown line, open space condo has living room with smart TV, Wi-Fi and sofa bed connected with dining room with four seats, the kitchen is well stocked with all the amenities you need, 24 hours keyless access to the apartment, free parking. Washer / dryer unit on - site paid through a prepaid card. Condo is located near I 91 and Route 9 ramps and just minutes from shopping, restaurants and more, 5 min drive to Wesleyan University, Middlesex Hospital

Guest favourite
Condo in Albany
4.89 out of 5 average rating, 348 reviews

Elegant, spacious studio apt in historic mansion

Welcome to the Plaza Suite, a newly renovated studio condo in an historic Center Square mansion. Enter through a grand reception hall/art gallery and climb the oak staircase to the sunny and spacious second floor apartment. There's a nice view of State Street and the Empire State Plaza. Features include: a new fully equipped kitchen, comfy lounge area, dining /work table, renovated vintage bathroom, walk-in closet and new queen bed.

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