Staycations in Massachusetts

Beach Firepit - Cove at Yarmouth - West Yarmouth, MA
Cove at Yarmouth

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

Fun-filled resort is just part of all the attractive activities waiting for you on Cape Cod

If it weren’t for all the fun things to do on the Cape, you might never want to leave The Cove at Yarmouth. The resort features inviting indoor and outdoor pools, a sauna and steam room, pool and ping-pong tables, video arcade, health club, basketball and indoor tennis courts and a children’s playground among other amenities. There’s a restaurant and lounge, and the wifi is free. Spacious units include partial kitchens, and some have a balcony or patio. But the Cape awaits! Beautiful beaches, whale-watching, arts and cultural venues, historic sites, scenic biking and hiking trails, fishing and harbor cruises: And that’s just a partial list. Whether you are into shopping or kayaking, or just relaxing by the sea, it’s all here.
Deluxe Room - Dan'l Webster Inn & Spa - Sandwich Village, MA
Dan'l Webster Inn and Spa

149 Main Street Historic Sandwich Village, MA, 02563 Phone: Toll-Free: 855-520-0550

Take that long-overdue staycation at this elegant boutique inn with luxury amenities

You want to (finally) get away, but you don’t want to go that far: Take your staycation at the Dan’l Webster Inn & Spa, where visitors have been enjoying relaxing getaways for over 300 years. In the heart of Sandwich, this boutique inn offers 48 guest rooms and suites, many with whirlpool tubs and balconies overlooking the lush gardens, all with exquisite furnishings and vouchers for bountiful breakfasts. There’s wireless internet throughout the property and boardrooms available for meetings. Relax in the outdoor pool, heated whirlpool, in the Beach Plum Spa or at theSportsite Fitness Center. Dining is casual and creative in the Conservatory, tavern, terrace or more intimate Music and Webster Rooms. Cape attractions range from miles of beaches and trails to museums and arts venues.

Visit our sister property - The Cape Codder Resort & Spa
Condo Rental - Cape Cod Holiday Estates - Mashpee, MA
Cape Cod Holiday Estates

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

Luxurious resort on the Cape’s southern coast will feel like your home away from home

Make the Cape Cod Holiday Estates your home away from home, with a touch of luxury, when you are ready for your Cape getaway. Each two- or three-bedroom vacation home is set on a one-third acre lot, ensuring your privacy while you enjoy amenities including a full kitchen, balcony or patio and whirlpool tub in the master bath. The resort property features an indoor pool, tennis and basketball courts, children’s playground and putting green and is a short distance from Nantucket Sound and South Cape Beach. Nearby, you’ll find opportunities for boating, fishing and whale-watching, biking and hiking, and it’s a short drive to island ferries and dozens of seaside towns perfect for dining, shopping and gallery-hopping.
Rental Cottage - Brewster Green - Brewster, MA
Brewster Green

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

You’ll fall in love with the Lower Cape when you stay at this picturesque resort

Become familiar with the beauty that is the Lower Cape when you stay at the Brewster Green Resort. Your light-filled, airy, two-bedroom unit includes a fireplace, full kitchen and a patio or balcony with a charcoal grill. Enjoy all the amenities of this picturesque resort, including indoor and outdoor pools, tennis courts, nature trails on 17 wooded acres, a basketball court, horseshoe pit, volleyball court, sauna, hot tub, rental bikes and a children’s playground. Explore this beautiful region, from the small-town charm of Brewster, the Sea Captain’s Town, to the jaw-dropping beaches of the Cape Cod National Seashore and ponds of Nickerson State Park. Bike trails, charter fishing, Cape League baseball, arts venues: It’s all happening on the Lower Cape.
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Courtyard - Edgewater Beach Resort - Dennisport, MA
Edgewater Beach Resort

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

Memorable vacations are made on Cape Cod: Start yours at this beachfront resort

Perched on a beautiful beach in Dennisport, the Edgewater Beach Resort has everything you need for your classic Cape Cod escape. This year-round resort offers oceanfront suites, units with fireplaces and some with kitchenettes. Other amenities include indoor and outdoor pools, hot tub, a picnic area, lawn games, a fully equipped fitness center and putting green. And then there’s the private beach: 300 feet of it, beckoning you and your umbrella. From Dennisport, you can head out to the quaint towns and fabulous ocean beaches of the Lower Cape or into Hyannis for restaurants and nightlife. Or, take a ferry to Martha’s Vineyard and Nantucket. With great fishing, beautiful bike trails, nature hikes, museums and cultural venues, the Cape is made for memorable vacations.
Aerial View - Riverview Resort - South Yarmouth, MA
Riverview Resort

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

Riverfront resort is convenient to all the activities that make a Cape vacation memorable

Perched on the banks of Parker’s River in the mid-Cape town of South Yarmouth, the Riverview Resort (you’ll recognize it by the lighthouse on its roof!) is central to the delights of a Cape Cod staycation. Settle in for a day at the beach, go golfing, take the bike on a scenic trail, break out the kayak, book a whale-watching or fishing excursion – or just relax in an Adirondack chair by the river and watch the boats sail by. Shopping, dining, galleries, museums and art venues are all a short drive away, as are island ferries. Resort amenities include an indoor pool, hot tub, fitness center, children’s playground, pool table and (if you must) a business center. Units have a balcony or patio and kitchenette.
Suite Living Room - Beachside Village Resort - Falmouth, MA
Beachside Village

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

Comfortable Cape Cod resort is close to a popular beach, bustling seaside town

Enjoy the convenience of being across from one of Cape Cod’s most popular beaches – Surf Drive – when you book your staycation at the Beachside Village Resort Condominiums. From your Falmouth location, it’s a short drive to a charming seaside town as well as to island ferries and great dining options. It’s half a mile to a scenic bike trail, with nature preserves and great hikes nearby. Heading in the other direction is the fabulous Cape Cod National Seashore and the nightlife of Hyannis and Provincetown. The resort’s comfortable condo units come with free wifi and kitchenettes as well as outdoor seating areas. Some have fireplaces and ocean views. There’s a seasonal outdoor pool, picnic area and grills and children’s playground.
Harbor View King Room - Seaport Hotel Boston - Boston, MA
Seaport Hotel Boston

One Seaport Lane Boston, MA, 02210 Phone: 617-385-4000

Hotel on the harbor a fun place to relax, an easy place to work (if you must)

A luxury hotel with a residential feel, the Seaport Hotel is a natural if you want to combine pleasure with a little work for that much-needed staycation. Perched on the waterfront in one of Boston’s most vibrant neighborhoods, the AAA 4-Diamond hotel is close to Boston attractions from the Tea Party ship to the Freedom Trail. Beautifully designed rooms provide comfort with pillow libraries and headboard reading lights as well as rolling desks, free wifi and bedside USB ports and plugs and laptop-size safes if you need to attend to work. A 24-hour business center has everything you need for a mobile office, from PCs and Fax machines to color copiers. The hotel bistro provides waterfront dining in a casual atmosphere.
Entrance View - XV Beacon - Boston, MA
XV Beacon

15 Beacon Street Boston, MA, 02108 Phone: 617-670-1500 Toll-Free: 877-982-3226

Combine business and pleasure, comfort and convenience, at this chic hotel

Are you looking for a place to combine business and pleasure? Plan a staycation at XV Beacon, the Beacon Hill boutique hotel. The turn-of-the-century Beaux Arts building houses 63 rooms and suites, each individually decorated and very private (only seven rooms to a floor). Rooms and suites are spacious and comfortable, with conveniences and comforts of home and office, from sitting areas and desks to windows that open for fresh air and a 24-hour fitness room and a rooftop deck for mid-day breaks (there’s a putting green up there as well as amazing views). For group sessions, four Parlor Rooms have all the office essentials and WiFi access you’ll need for brainstorming. Ask about the Your Exclusive Boutique Office package. XV Beacon ranked 1st on Conde Nast's list of 10 Top Hotels in Boston: Readers Choice Awards 2017-20.
Outdoor Pool - Holly Tree Resort - West Yarmouth, MA
Holly Tree Resort

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

Your family won’t want to leave this resort in the center of fun-filled Cape Cod

You should start thinking now about how you are going to persuade your family to leave the Holly Tree Resort when your Cape staycation is over. The conveniently located mid-Cape resort has indoor and outdoor pools, a children’s pool, hot tub and a game room. The comfortable studio and deluxe one-bedroom units have partial kitchenettes, and some have whirlpool tubs. And there are so many things to do in the area! There’s biking, golfing (mini and the real deal), harbor cruises, fishing excursions, museums and historical sites to explore, baseball games and theater productions to see. World-class dining and beaches, eclectic boutiques and nightlife, lighthouse tours and ferry trips to the islands are all a short drive away from this family-oriented resort.
Rustic Lounge - Cape Winds Resort - Hyannis, MA
Cape Winds Resorts

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

Your active (and relaxing) Cape Cod vacation begins at this four-season resort

Launch your Cape Cod staycation from Cape Winds Resort, a beautiful four-season condominium resort that puts you up close to everything from harbor cruises and fishing trips to delightful restaurants and shopping along Main Street in Hyannis as well as the John F. Kennedy Museum and Memorial and the famous Melody Tent. From Hyannis, drive to the Cape Cod National Seashore, Provincetown, scenic Route 6A with great antiquing and shopping. Hiking, biking, kayaking, sailing, golfing, theaters and museums: It’s all on the Cape. Resort amenities include in indoor pool with whirlpool spa, free wi-fi, fitness center, volleyball court, horseshoe pit, video arcade and fireplaced clubhouse. One- and two-bedroom condo suites and townhouses have full kitchens and balconies or patios.
King Suite 500x250 - Deerfield Inn - Deerfield, MA
Deerfield Inn

81 Old Main Street Deerfield, MA, 01342 Phone: 413-774-5587

Seek out this historic inn for a productive (and relaxing) staycation

Pleasant surroundings, modern amenities, a delicious continental breakfast brought right to your room: Those are the makings of a perfect staycation at the historic Deerfield Inn. Work and relax in the comfort of your guestroom or suite, most with desks or writing tables and all with free wi-fi, private baths, antiques and period reproduction furniture. When it’s time to break for lunch and dinner, head to welcoming Champney’s Restaurant & Tavern for clam chowder, a salad, fish and chips or chicken pot pie. Dine inside by a fireplace or outside on the porch or terrace. Take a quiet stroll down the tree-lined street that includes gorgeous historic homes, schools and working farms. Please visit our website to see current COVID policies.
Outdoor Firepit - Rockport Inn & Suites - Rockport, MA
Rockport Inn and Suites

183 Main Street Rockport, MA, 01966 Phone: 978-546-3300

Whether you’re seeking a staycation for one or a meeting for 100, this hotel has all you need

If you’re trying to find a hotel where you can both get some work done and feel like you are truly on vacation, book a room or suite at the Rockport Inn & Suites, on five acres in scenic, walkable Rockport. Just 35 miles of Boston, you’ll be able to enjoy all the North Shore area offers, from charter fishing and kayaking to great museums, shops, galleries and restaurants. The hotel has a 24-hour front desk, convenient business center and high-speed wireless. Flexible function rooms for four to 120 people mean you can hold meetings in comfort. Relax in the indoor pool or get that workout in in the fitness room. Generous continental breakfasts are complimentary.
Exterior View - Sea Mist Resort - Mashpee, MA
Sea Mist Resort

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

Location, location, location: This amenity-filled resort is central to countless Cape activities

A perfect location and plenty of amenities make the Sea Mist Resort a must for those seeking a fun-filled, relaxing Cape escape. Because of its location midway between Falmouth and Hyannis, guests can book ferries to Martha’s Vineyard and Nantucket, go on harbor cruises and whale watches, go deep-sea fishing, biking and hiking. The area is dotted with fine restaurants (don’t go home without a lobster roll), antiques shops, galleries and boutiques. And the beach and Nantucket Sound are a short 5-mile drive away. At the resort, enjoy indoor and outdoor pools; a sauna and hot tub; volleyball, tennis and basketball courts; mini golf; a clubhouse and fitness center. One- and two-bedroom units come with full kitchens and balconies or patios.
Outdoor View - Brant Point Courtyard - Nantucket, MA
Brant Point Courtyard

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

Be enchanted by the charms of Nantucket when you stay at this warm, welcoming resort

If you want to feel you have truly escaped into another world on your staycation, you’ll want to stay at Brant Point Courtyard on the magical island of Nantucket. Walk the cobblestone streets of the town, stopping into shops and galleries or the whaling museum, passing by former sea captain’s homes, dining on the freshest seafood. Or experience the island by biking, hiking or riding its many trails on horseback. Other nearby activities include golf, fishing and tennis. The picture-perfect resort is central to all Nantucket offers and provides a comfortable respite when you just want to relax by breathing the sea air from your balcony or patio. Accommodations also feature full kitchens, dishwashers and whirlpool tubs. Some of the units have fireplaces.
Cozy Cabin Style - Seawinds II - Dennisport, MA
Seawinds II

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

Start your seaside staycation by walking across the street to this resort’s private beach

You’re looking for a beach staycation? Seawinds II has you covered with a 120-foot stretch of private sandy beach right across the street. Plunk your umbrella down and go swimming in Cape Cod Bay, then head back to the resort to relax in your spacious suite, complete with fireplace and full kitchen. Because of the resort’s location in the heart of the Cape, it’s a short drive to everything from whale-watching and island ferries to antiquing along scenic Route 6A and shopping and dining in the Cape’s inviting seaside towns. Biking and hiking trails, historical sites and arts venues, Cape League baseball and the magnificent Cape Cod National Seashore all add to the possibilities to make your Cape staycation memorable.
Outdoor Patio & Firepits - Briar Barn Inn - Rowley, MA
Briar Barn Inn

101 Main Street Rowley, MA, 01969 Phone: 978-653-5323

Want to work while feeling you are truly getting away? This inn is made for you.

Feeling a little cabin fever? Looking to find a peaceful oasis to combine your work and some time to just relax? The Briar Barn Inn has just what you need: a location only 30 miles north of Boston but will make you feel like you are having that distinctive New England farmhouse experience. This sophisticated country inn offers 30 spacious suites, with working gas fireplaces, luxurious bedding and baths with soaking tubs. Finish that report-reading in a comfy chair by the fire, then head to dinner at Grove, the inn’s rustic farm-to-table restaurant in a post-and-beam barn. The inn also has a variety of distinctive venues, from cozy libraries to the circular Silo, for business events for 12 to 100.
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