Massachusetts is well-supplied with vacation rentals, condos, apartments

Massachusetts > State > Specialty Lodging > Vacation Rentals

Whatever you’re looking for in a vacation rental, Massachusetts has many options: year-round hotels, timeshares, townhomes, cottages, condos, studios, suites, and apartments with lots of room, privacy, comforts and unlimited recreational activity. Families, couples, and groups can pick a mountain, Oceanside, or historic setting and find a home-away-from-home getaway with every pleasure. From Stockbridge to Boston and north and south to Cape Ann and Cape Cod you’ll find one, two- and three-bedroom units some with multiple levels, spas and hot tubs, fully equipped kitchens, living and dining areas, sun decks and patios, fireplaces, televisions, and much more.

Seawinds II

128 Old Wharf Road Dennisport, MA, 02639 Phone: 508-398-1474 Toll-Free: 866-469-8222

Bike, hike, tour or just plunk your chair down on the beach at this Cape resort

Vacation in comfort when you book one of the cozy condo units at Seawinds II in Dennisport, a charming village centrally located on Cape Cod. One- and two-bedroom units come with kitchens, dining tables, queen beds and queen-bed pull-out sofas, gas fireplaces and access to a nearby sister resort’s indoor and outdoor pools, whirlpool and fitness center. A private sandy beach is but steps away from Seawinds, perfect for frolicking in the bay or finally finishing that novel. The resort is a short drive to whale-watch tours, harbor cruises, galleries, museums and great shopping. Or, stroll the dramatic ocean beaches of the National Seashore, bike the scenic Cape Cod Rail Trail, catch a concert or theater performance.

Cape Cod Holiday Estates

97 Four Seasons Drive Mashpee, MA, 02649 Phone: 508-477-3377 Toll-Free: 866-469-8222

Free-standing vacation homes a great base to plan your fun-filled Cape Cod getaway

What does a Cape Cod vacation mean to you? Picturesque harbors, great ocean and bay beaches, scenic bike trails, outdoor concerts and ball games? All of those activities and so many more are within a few miles of the Cape Cod Holiday Estates, where you can plan your busy days from your two- or three-bedroom free-standing home with sundeck and patio, fully equipped kitchen, two baths and whirlpool tub. Homes sit on their own lots, surrounded by lawns and trees. Community center activities include an indoor pool; tennis, shuffleboard and basketball courts; a game room; and a children’s playground. Located between Falmouth and Hyannis, the resort is less than three miles from South Cape Beach and Nantucket Sound.

Edgewater Beach Resort

95 Chase Avenue Dennisport, MA, 02639 Phone: 508-398-6922 Toll-Free: 866-469-8222

Time for your vacation? Cape beachfront resort has everything you need for seaside getaway

Is it vacation time yet? Head to the Edgewater Beach Resort in the heart of Cape Cod where you can enjoy the best of all worlds: beaches, recreation, the arts, sports and pure relaxation. The fully removed, 76-room year-round resort sits on over 300 feet of picturesque beachfront looking out over Nantucket Sound. Grab a lounge chair and unwind to the sounds of the sea, or take a dip in the resort’s outdoor or indoor pool. There’s a putting green, hot tub spa, children’s activities center, gas grills and picnic tables. Your studio or one- or two-bedroom suite has a kitchenette and balcony or patio; most suites have gas fireplaces. It’s a short drive to beaches, harbors and quaint villages.

Ponds at Foxhollow

3 Foxhollow Drive - US Route 7 Lenox, MA, 01240 Phone: 413-637-1469

Rent a condo and relax in this convenient, comfortable Berkshires resort

Why stay in a hotel room for your Berkshires vacation when you can rent a one- or two-bedroom condo in a 223-acre resort? At The Ponds at Foxhollow, 48 spacious units come with fireplaces, jetted tubs, fully equipped kitchens and decks overlooking the pond. Resort amenities include indoor and outdoor pools, hot tub, sauna, fitness center, rowboats and canoes for boating, a putting green, playground and courts for basketball, tennis, bocce and shuffleboard. There’s a cozy library with a fireplace and TV, and the property is perfect for hiking, biking and cross-country skiing. Nearby attractions include the Norman Rockwell Museum, the Gilded Age Museum, Tanglewood, the Appalachian Trail, nature preserves, charming towns, great restaurants, shops and galleries.

Holly Tree Resort

412 Main Street -- Route 28 West Yarmouth, MA, 02673 Phone: 866-469-8222

Amenity-filled resort is the perfect gateway to your fun-filled Cape Cod getaway

Planning a getaway to Cape Cod? Start by booking a studio or one-bedroom suite at the Holly Tree Resort, in the middle of all the Cape has to offer. Some suites have in-room whirlpools, balconies and private entrances; they all have kitchenettes, comfortable beds and plenty of room to unwind. The resort has indoor and outdoor pools, basketball and racquetball courts, exercise and game rooms, a playground, laundry facilities and seasonal activity programs for kids and adults. Nearby activities run the entertainment gamut, from beautiful beaches and golf courses to island ferries, biking and hiking paths, theaters, family attractions, fun shopping, outdoor concerts and baseball games. Ask about deals for early, long and weekday bookings and about last-minute specials.

Beachside Village

45 Surf Drive Falmouth, MA, 02540 Phone: 508-548-3975 Toll-Free: 866-469-8222

Plan a stay at this beachside vacation resort and really explore all the Cape has to offer

You can’t experience all Cape Cod has to offer in a weekend: Vacation rentals at the Beachside Village, steps away from sandy Surf Drive Beach, let you relax in condo-style comfort while planning your Cape adventures. The resort’s studio, one- and two-bedroom units have microwaves, refrigerators, kitchen areas – some have fireplaces and ocean views. After a day on the beach, come take a dip in the large heated outdoor pool, have a barbecue in the picnic area, let the kids enjoy the playground. You’re close to fabulous biking, hiking, live theater and concerts, amazing historic sites and museums. It’s a short drive to the Martha’s Vineyard ferry, or take a longer drive out to the Lower Cape to visit the National Seashore.

Sea Mist Resort

141 Great Neck Road South Mashpee, MA, 02649 Phone: 508-477-0549 Toll-Free: 866-469-8222

Cape Cod’s “Stay and Play” Resort

Ninety comfortably appointed one and two bedroom vacation rentals with a stocked, full-sized kitchen, queen sized beds, two full bathrooms, and all your linens and paper goods are here on Cape Cod’s bucolic south coast. This is a bonanza of family fun and great amenities including mini golf, sand volleyball, horseshoes and shuffleboard and more for the kids. Two large pools, hot tub, exercise room and two tennis courts for all. Just five miles from Nantucket Sound between Falmouth and Hyannis you’re near South Cape Beach, shopping, art galleries and every kind of adventure. Local marinas provide equipment rentals and fishing charters. Take a day trip to Martha’s Vineyard or Nantucket, or just sit down and have your way with Cape Cod’s best lobster roll.

Yard Flagpole New 2019 - Cape Winds Resort - Hyannis, MA

Cape Winds Resorts

657 West Main Street Hyannis, MA, 02601 Phone: 508-778-4949 Toll-Free: 866-469-8222

Relax in this modern resort and plan your fun-filled vacation days on Cape Cod

There is so much to do on Cape Cod, you’ll want to stay awhile! At Cape Winds Resorts, one- and two-bedroom condo-style units and two-level townhouse suites with spiral staircases are great places to plan your stay while enjoying the comforts of a modern resort. Take a dip in the indoor heated pool, challenge your friends on the volleyball court or horseshoe pit, work out in the fitness center or relax by the fireplace in the clubhouse or in the hot tub. In Hyannis, shop along popular Main Street, with a large selection of restaurants. You’re close to island ferries, whale-watching and fishing excursions, the Cape Cod Melody Tent, beaches and the JFK Museum and Memorial.

Living Area - Brewster Green - Brewster, MA

Brewster Green Resort

203 Lund Farm Way Brewster, MA, 02631 Phone: 508-896-7551 Toll-Free: 866-469-8222

A condo getaway at a Cape Cod pace

Brewster Green is 17 acres of ideal vacation rental property. Amenities include an exercise room, indoor and outdoor pools, tennis and racquetball courts, shuffleboard and volleyball. 56 two and three bedroom condominiums range in size from 1,100 to 1,600 square feet, each tastefully decorated and with full kitchen, dining room, living room with fireplace, flat screen TV with VCR/DVD players and CD stereo systems, one to two bathrooms, a master bedroom with king size bed and washer and dryer. Nearby Plimoth and Heritage Plantations, the Pilgrim Monument and myriad museums add living history to your stay. There are villages seaside and bayside with great shopping and seafood, an Audubon center, biking and hiking trails, whale watching and the beach along the Cape Cod National Seashore.

Cove at Yarmouth

183 Main Street West Yarmouth, MA, 02673 Phone: 508-771-3666 Toll-Free: 866-469-8222

Begin your Cape Cod vacation at this full-service resort with dozens of recreation options

Your vacation on fabulous Cape Cod should begin with a one-bedroom suite or townhouse. At The Cove at Yarmouth. Stretch out and unwind in your spacious condo-style unit, then go for a swim in one of the two indoor or two outdoor pools, soak in the hot tub, work out in the fitness facility — even arrange for a massage! There are indoor courts for pickle ball, tennis, basketball and racquetball, planned activities from bingo to arts and crafts for kids and adults, a game room and arcade and a casual-dining restaurant with live entertainment and poolside service. You’re just a short drive to beaches, fishing and whale-watching trips, arts venues, shopping, island ferries, golf and restaurants.

Riverview Resort

37 Neptune Lane South Yarmouth, MA, 02664 Phone: 508-394-9801 Toll-Free: 866-469-8222

The perfect vacation fit for one and all

A sweet spot on Cape Cod and perfect for a family vacation, weekend escape or mid-week getaway. On the banks of Parker's River in South Yarmouth, are 44 studio, one and 2 bedroom units with all the amenities including refrigerator, microwave, coffee maker, cable TV and wireless Internet access. There’s a year-round indoor pool and fitness center, washers and dryers and a community kitchen. A game room with pool table, barbeque grills and picnic tables and an outdoor play area make it fun for any age. Centrally located and within an easy drive of Cape Cod’s 15 distinctive towns there’s shopping, great food and entertainment close at hand. You’ll also find the finest beaches and an endless array of land and sea activities along Cape Cod National Seashore.

Winnetu Oceanside Resort

At South Beach on Martha's Vineyard -- 31 Dunes Road Edgartown, MA, 02539 Phone: 508-310-1733 Toll-Free: 866-335-1133

Townhouses, duplexes, homes at island resort offer privacy as well as array of amenities

Relax in what you will come to think of as your own private beach house when you vacation at the Winnetu Oceanside Resort, the award-winning resort on Martha’s Vineyard’s scenic South Beach. The resort, named one of the top 25 resorts in New England by Conde Nast Traveler, offers townhouses, duplexes and private homes for weekly rental, giving you the best of both worlds: privacy (some have water views) and resort amenities. Those included a heated outdoor pool and hot tub, fitness center, tennis and pickle ball courts, supervised children’s programs and beach activities. Dine in style and comfort at Dunes restaurant, or take a water taxi or shuttle into Edgartown to stroll its cobblestoned streets with charming boutiques, galleries and restaurants.

Brant Point Courtyard

15 Swain Street Nantucket, MA, 02554 Phone: 508-228-0241 Toll-Free: 866-469-8222

Sail away into the relaxing world of an island vacation paradise at this charming resort

Your escape from the everyday world is just an island away at the Brant Point Courtyard. On Nantucket, you’ll discover its many charms, from pristine beaches to bike paths and nature walks as well as great shopping and dining along quaint cobblestone streets. At the resort, your accommodations will include a patio or balcony, full kitchen and wifi; some have fireplaces. The resort has barbecue grills in a family area, laundry facilities, an outdoor shower and bike racks. Nearby attractions include museums on whaling and shipwrecks, picturesque lighthouses and a scenic waterfront where you can board fishing, sailing and whale-watching vessels. See why people fall in love with the island, and why they have been coming back to this resort for 30 years.

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