Here Are The 10 Absolute Best Places To Stay In Massachusetts
Deciding where to stay in Massachusetts can get a bit overwhelming. With big cities and small towns, there are seemingly endless options for accommodations in Massachusetts. The Bay State might not be the largest in the country, but it certainly packs a punch when it comes to overnight stays. From mountain retreats to beachside getaways, we’ve found the best vacation rentals in Massachusetts suitable for a variety of budgets. Whether you’re looking for a vacation that won’t break the bank or a retreat that’s perfect for families, there’s something for everyone who wants to experience the beauty of New England.
Best Affordable Places to Stay in Massachusetts
Going on vacation doesn’t have to mean spending every last dollar on a place to sleep. If you’re looking for great accommodation in Massachusetts, but don’t want to break the bank these are some of the best options to explore.
- Location: West Brookfield, Massachusetts
- Size: 2 bedrooms, 3 bathrooms
- Price: $175/night.
- Amenities: Spacious Backyard, Outdoor Dining Area, Media Room, Close Proximity to Nature
- Ratings: 5 stars
This beautiful home located in West Brookfield offers fantastic access to some of the best nature in Worcester County. And, it’s not far from the Berkshires or Lenox. With 3,000 feet of space to enjoy, this is an ideal choice for those looking to travel with friends and family. It sleeps seven so there’s no excuse not to bring everyone! The home has plenty of indoor space, but nature lovers will appreciate the huge deck and backyard. Best of all, this vacation rental in Massachusetts is walking distance from Wickaboag Lake and less than two miles from West Brookfield State Forest. Even history buffs will have something to do as Old Sturbridge Village is just 14 miles from the house.
- Location: Marshfield, Massachusetts
- Size: 3 bedroom, 2 bathrooms
- Price: $165/night.
- Amenities: Direct Ocean Front Access, Water Sports Gear, Flat Screen TVs, Fire Pit
- Ratings: 5 stars
While the beach is a no-brainer in the summer, the off-season offers just as much beauty and more affordable pricing. Head to the small town of Marshfield, located in the South Shore, to soak up the coast without the long drive to Cape Cod. This home sits directly on the water for some of the best Atlantic views in the area. It was newly remodeled and no stones were left unturned. You’ll love the outdoor access, including close proximity to golf courses. But on a rainy day this vacation rental is cozy as can be.
Best Places to Stay in Massachusetts for Families
Traveling with family means creating memories that will last a a lifetime. But, all those memories can be hard to make if you haven’t chosen a place that’s perfect for all ages. The options here are sure to appeal to everyone in your group, ensuring you spend as much time as possible laughing and enjoying your time together.
- Location: Hyannis, Massachusetts
- Size: 3 bedroom, 2 bathrooms
- Price: $240/night.
- Amenities: Renovated Kitchen, Downtown Access, Waterfront Access, Beach Sticker, Fire Pit
- Ratings: 5 stars
Make it a family-friendly beach getaway with this beautiful home in Hyannis. The cottage sits directly on a small pond, making it perfect for small kids just getting used to the water. For a full Cape Cod beach day, visitors can make their way to either Craigville Beach or Keyes Memorial Beach which are each about 1.5 miles away. To enjoy a vacation from the vacation, the Beach Glass Cottage offers access to ferries that will take the whole family to Nantucket or Martha’s Vineyard.
- Location: Sturbridge, Massachusetts
- Size: 3 bedroom, 2 bathrooms
- Price: $325/night.
- Amenities: Lakefront Access, Water Sports Gear, Games, Fire Pit, Spacious Rooms
- Ratings: 4.9 stars
Located on a peninsula at the shores of the lake, there’s a view from every window in this beautiful cabin. It has plenty of room between its three bedrooms and common space, but there’s a good chance you’ll want to spend most of your time outside. Between boating, fishing and swimming this getaway is perfect for a family who loves to enjoy time outside. Plan on staying for a week to enjoy everything the area has to offer including hiking and entertainment.
Best Romantic Places to Stay in Massachusetts for Couples
These Bay State getaways are perfect for quiet time alone, while also enjoying everything Massachusetts has to offer. Get away from it all with some of our favorite options here.
- Location: Newburyport, Massachusetts
- Size: 2 bedrooms, 2 bathrooms
- Price: $110/night.
- Amenities: Outdoor Area, Fire Pit, Fitness Center Equipment, Linens, Walking Distance to Downtown
- Ratings: 5 stars
Newburyport offers one of the most quintessential New England experiences in Massachusetts. History lovers will appreciate that the Coast Guard got its start here and there are plenty of monuments and structures to visit that celebrate this fact. Additionally, the townhouse offers access to the Merrimack River, harbor views, the beautiful downtown area and it’s just 10 minutes from the beachy vibes of Plum Island. The size makes it ideal for a fun romantic retreat. Be sure to enjoy the many local award-winning restaurants, public gardens, art galleries and coffee shops while you’re here. Look no further for where to stay in Massachusetts!
- Location: Vineyard Haven, Massachusetts
- Size: 3 bedrooms, 3 bathrooms
- Price: $200/night.
- Amenities: Beach Toys, Beach Chairs, Free Parking, Linens, Walking Distance to Beach, Close to Downtown
- Ratings: 4.9 stars
Is there anything more romantic than a stay on Martha’s Vineyard? Take the ferry over to this cozy home for a weekend getaway -- or even longer. You’ll have everything you need with a fully equipped kitchen and an outdoor deck. Don’t worry about bringing anything for the beach, you’ll find it all here! And, the beach is just a short distance from the house. Plan on spending days on the water, then head to downtown Vineyard Haven to enjoy the many restaurants and shops. Or, consider making your way to Edgartown.
Best Places to Stay in Cape Cod
If you’re willing to invest the time it can take to drive to The Cape you want to be certain the destination is worth it! With the picks featured here, the stress of Route 3 will melt away.
- Location: Wellfleet, Massachusetts
- Size: 3 bedrooms, 3 bathrooms
- Price: $300/night.
- Amenities: Water Views, Smart TV, Equipped Kitchen, Spacious Rooms
- Ratings: 4.8 stars
Located almost in the center of Cape Cod, Wellfleet has an entirely different feel than the rest of the region. And, this home located overlooking a tidal pool, mirrors that feel. The home is surrounded by pines and a perennial garden, offering plenty of privacy. That also means lots of peace and tranquility. This is the perfect spot if you’d like to be near the water, without the hustle and bustle of the beachfront communities. Be sure to carve out some time to enjoy the two-story wall of glass that provides sweeping views over water. Or, hop in the car for a trip to Provincetown or Harwich. Of course, you can also use this home as a base for long drives with ocean views.
- Location: South Chatham, Massachusetts
- Size: 4 bedrooms, 3 bathrooms
- Price: $325/night.
- Amenities: Ping Pong Table, Foosball, Hot Tub, Water Views, Free Parking
- Ratings: 4.9 stars
This is the perfect home for a group of friends or a family who are looking to spend time together near the water. With sleeping for 11, there are plenty of guest rooms with a lot of opportunity for fun to be had. The home features an open-concept kitchen which means nobody is left out of the fun. Enjoy time with the family at the foosball table and then grill on the deck. Of course, with the beach and downtown Chatham nearby there’s a good chance you’ll be out of the house the majority of your time here. With the free parking, no need to move the car. Make sure to visit Chatham Bars Inn, or hop in the car for a trip to Brewster, Falmouth or Dennis.
Best Places to Stay in Boston
One of the country’s best cities is right here in Massachusetts and it offers tons to do. From smaller neighborhoods to downtown, Fenway Park to the Back Bay to Boston Common to the Seaport and Cambridge there’s always something happening in and around this city. For many in the state it’s easy to make a day trip, but consider spending a long weekend and you might be surprised at just how busy you are! Forget the Hilton, Marriott and other luxury hotels, all you need are these wonderful vacation rentals.
- Location: Boston, Massachusetts
- Size: 1 bedroom, 1 bathrooms
- Price: $333/night.
- Amenities: Roof Deck, Access to Restaurants, Views
- Ratings: 5 stars
If there’s one thing we love about Boston it’s the culture and you’ll find it right outside your door with a stay at this Little Italy apartment . Centrally located in the North End, visitors will have views of Boston Harbor, the USS Constitution, and the USS Cassin Young. It’s also a short 10 minute walk to hot spots like the TD Garden, Freedom Trail and public transportation. Dining options are everywhere (including plenty of Italian) and access to downtown Boston can’t be beat. Everything you need seems to be on-site, giving it the real feel of a bed and breakfast.
- Location: Boston, Massachusetts
- Size: 1 bedroom, 1 bathrooms
- Price: $275/night.
- Amenities: Wheelchair Accessible, Smart TV, Central A/C
- Ratings: 4.8 stars
Modern vibes are all over this beautiful loft located right near the Freedom Trail. The open-concept loft feels like a boutique hotel and is located right downtown which means access to the best of the city. Make your way to Faneuil Hall or spend some time shopping on Newbury Street. Take in a Red Sox game or simply stay at the loft and enjoy the free wi-fi. The space has a bedroom with a Queen-sized bed, but also offers a pull out couch on which to sleep. On sunny days guests will be drenched in sun, which makes everything seem even roomier than it already is. Plan on a weekend away here for a special occasion, or for the next time you have tickets to a show in the city.
Have you spent the night at any of these beautiful accommodations in Massachusetts? What are your favorite vacation rentals? Let us know in the comments!
And, for those looking for a bit more privacy consider renting this entire island in Massachusetts.
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Where To Stay in Massachusetts
What are the best unique hotels in Massachusetts?
The most unique hotels in Massachusetts offer fun stays throughout the state. They might be harder to find, but there are plenty that offer getaways that are far different than your typical luxury hotel. Some of the most unique hotels in Massachusetts are:
- The Green Turtle, Boston
- The Deerfield Inn, Deerfield
- HI Boston, Chinatown in Boston (this one offers bunkbeds!)
- Liberty Hotel (a former jail!), Beacon Hill in Boston
There are plenty of ways to spend a night in Massachusetts that don’t include a chain hotel. Choose any of these for an unforgettable experience!
Where are the most unique getaways in Massachusetts?
The most unique getaways in Massachusetts can be found in every corner of the state. From the Berkshires to Cape Cod, there’s something for everyone. For those who prefer water, The Cape is a natural choice. Consider a long weekend in Wellfleet to take in a part of Cape Cod that isn’t as crowded. Those who love chilly weather will enjoy a weekend picking apples near a fantastic cabin. A fun getaway at Jaeschke’s Orchard on Gould Road in Adams offers a cozy time for a couple. History buffs will appreciate a visit to Northhampton and a stay at the Brookside Carriage House dating back to the 1890s. One of America’s best hidden gem towns, Salisbury, is near Boston and also offers a fun way to escape for a weekend.
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