Best & Cheap Family Friendly Vacations in Massachusetts

Compare family friendly vacation accommodation, From $16/night

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ACCOMMODATION TYPES

Best & Cheap Family Friendly Vacations in Massachusetts: Top Deals

New, stylish 2 Bdrm apt with backyard, patio and parking
Apartment · 5 Guests · 2 Bedrooms
New, stylish 2 Bdrm apt with backyard, patio and parking
This modern and stylish 2 bedroom apartment is located in a desirable area of Massachusetts and features a backyard, patio, and parking. Nearby popular restaurants include The Bancroft & Co., Sichuan Garden II, and Pizzeria Uno. Guests can enjoy outdoor activities such as hiking and biking at the Charles River Bike Path or exploring the trails of the Beaver Brook Reservation.
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$393 /night*
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Lodge · 13 Guests · 5 Bedrooms
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
4.9 (8 reviews)
This Lodge is a modern private home located on 30 acres of land with its own pool, river and billiards. It is situated near four ski mountains and can accommodate up to 13 people and their pets. Popular nearby restaurants include the WhistlePig Brewing Company, The Alchemist Brewery & Visitors Center, and the Cabot Cheese Annex. There are also plenty of outdoor activities including hiking trails at Smugglers' Notch State Park, snowshoeing at Stowe Mountain Resort, and kayaking down the Winooski River.
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$1315 /night*
Luxury Home | Fire Pit | Beach | Grill | 2 Decks
Guest Suite · 12 Guests · 5 Bedrooms
Luxury Home | Fire Pit | Beach | Grill | 2 Decks
This luxurious Guest Suite is located in a prime spot near the beach, offering guests access to various activities such as grilling and relaxing by the fire pit. Nearby restaurants include The Beachcomber Bar & Grill, Flo's Clam Shack, and The Lobster Pot, while nearby trails include Sachuest Point National Wildlife Refuge and Brenton Point State Park. With its two decks, this Guest Suite can sleep up to 12 people and welcomes pets.
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$704 /night*
Comfort Inn and Suites Dayville
Hotel
Comfort Inn and Suites Dayville
This Comfort Inn and Suites Dayville is a pet-friendly hotel located in Dayville, Connecticut. Popular nearby restaurants include the "Old Canal Cafe & Restaurant", "Dayville Pizza" and "Gabba's Grill". Guests can also enjoy activities such as golfing at the Killingly Country Club, camping at the Nipmuck State Forest or hiking on the Air Line Trail.
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$111.94 /night
Courtyard Boston Copley Square
Hotel
Courtyard Boston Copley Square
Courtyard Boston Copley Square is a pet-friendly hotel located near the heart of downtown Boston, Massachusetts. Popular nearby restaurants include The Capital Grille, Smith & Wollensky, and Joe's American Bar & Grill. Guests can also enjoy activities such as shopping at Prudential Center or Newbury Street, visiting the John F. Kennedy Presidential Library, or taking a stroll along the Charles River Esplanade. Nature lovers can explore the nearby Arnold Arboretum or the Freedom Trail.
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$359 /night
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Guest Suite · 6 Guests · 3 Bedrooms
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
4.9 (100 reviews)
This Guest Suite is a perfect getaway for 6 people looking for a peaceful and scenic stay. Located in idyllic Lake Whittemore, it offers 3 bedrooms and 2 bathrooms which are completely renovated. Popular nearby restaurants include The Yard Gastropub & Café, The Copper House Tavern, and Delicious Pizza. Guests can also explore the trails of Pine Banks Park or visit the Museum of Science to learn more about science and technology.
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$268 /night*
Homewood Suites by Hilton Boston / Canton
Hotel
Homewood Suites by Hilton Boston / Canton
4.5 (186 reviews)
This hotel, Homewood Suites by Hilton Boston / Canton, is a great place to stay for both business and leisure travelers. It allows pets and is located conveniently near popular restaurants such as The Publick House and Ninety Nine Restaurant & Pub, exciting activities such as the Blue Hills Ski Area and the Museum of Science, and scenic trails such as the Neponset Riverwalk Trail and the Charles River Bike Path.
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$172 /night
Ramada by Wyndham Boston
Hotel
Ramada by Wyndham Boston
3.6 (2816 reviews)
This Hotel, Ramada by Wyndham Boston, is located near popular attractions such as the John F. Kennedy Presidential Library and Museum, the Franklin Park Zoo, and the USS Constitution Museum. It is also close to a variety of restaurants, including The Salty Pig, Tasty Burger, and Yoki Express Sushi. Additionally, there are plenty of outdoor activities nearby, from nature trails at Harold Parker State Forest to kayaking on Charles River. Pets are allowed at this hotel.
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$126.65 /night
Hampton Inn Boston Braintree
Hotel
Hampton Inn Boston Braintree
This hotel, the Hampton Inn Boston Braintree, is pet-friendly and located close to popular attractions such as South Shore Plaza shopping mall, Adams National Historical Park, and Weir River Farm. There are also plenty of restaurants nearby, including the Quincy House of Pizza, The Kinsale Irish Pub & Restaurant, and Kobe Japanese Steakhouse. Other activities in the area include golfing at Presidents Golf Course, hiking along the Wompatuck State Park trails, and kayaking on the North River.
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$126.01 /night
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How Does The Vacation Home Rental Price Look Like in Massachusetts?
Vacation House & Cottage Rental Price Information in Massachusetts
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The graph shows the percentages of vacation homes in each price bucket. Massachusetts has the largest percentage (19.36%) of homes in $500+ price range.
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How Many Accommodations Are Not Pets Friendly in Massachusetts?
Percentage of Pet Friendly Rental Properties in Massachusetts
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26.71% of vacation homes in Massachusetts are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
What family-friendly restaurants can be found in Massachusetts?
Family-Friendly Restaurants In Massachusetts
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Massachusetts has a wide variety of family-friendly restaurants that provide delicious food and a welcoming atmosphere. Whether you're looking for a casual spot or a more upscale dining experience, there's something for everyone in Massachusetts.

  • Bertucci's: This Italian restaurant features brick oven pizzas, pastas, salads, and soups.
  • Legal Sea Foods: This seafood chain serves up classic dishes like clam chowder, fish & chips, and crab cakes.
  • The Kinsale Irish Pub & Restaurant: This pub offers traditional Irish fare like shepherd's pie, bangers & mash, and corned beef & cabbage.
What family-friendly activities are available in Massachusetts?
Family-Friendly Activities In Massachusetts
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Massachusetts offers plenty of fun and exciting activities for families to enjoy. From visiting historical sites to exploring nature trails, there's something for everyone in the Bay State.

  • Freedom Trail: This 2.5 mile walking tour takes visitors through 16 of Boston's most important historic sites.
  • Martha's Vineyard: This island off the coast of Cape Cod boasts beautiful beaches, charming towns, and unique wildlife.
  • Berkshire Museum: This museum features interactive exhibits on science, art, and history, as well as an aquarium and natural history hall.
What Are The Must-Visit Places in Massachusetts?
Top Rated Places to Visit in Massachusetts
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