Discover a selection of 500 holiday rentals in Massachusetts, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 159 per night, and houses and cottages are popular options for a stay in Massachusetts. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Massachusetts
Destination guide

The historical area of Massachusetts awaits your stay

Enjoy the area's museums, history and live music with a rental holiday home in Massachusetts. Renowned for its sporting events, shopping and restaurants, this city welcomes all visitors. For a bit of culture, visit Gillette Stadium, Salem Witch Museum or Xfinity Center. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Things to do

Activities and attractions in and around Massachusetts

Are you hoping to find top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that Massachusetts has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • New England Aquarium (17.3 mi / 27.9 km)
  • Encore Boston Harbor (16.1 mi / 25.9 km)
  • Xfinity Center (29.8 mi / 48 km)
  • Fun and Games Family Entertainment Center (7.5 mi / 12.1 km)
  • Massachusetts Horticultural Society's Gardens at Elm Bank (9.7 mi / 15.6 km)
  • Nashoba Valley Ski Area (9.9 mi / 15.9 km)
Natural features

Exploring the beaches and other natural features in Massachusetts

Whether you're an outdoor enthusiast or just want to take in the scenery, Massachusetts is a great place to get outside. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Copley Square (16.1 mi / 26 km)
  • Boston Common (16.5 mi / 26.6 km)
  • Walden Pond (3 mi / 4.9 km)
  • DeCordova Sculpture Park and Museum (3.9 mi / 6.2 km)
  • Minute Man National Historical Park (5.3 mi / 8.5 km)
  • Wayland Town Beach (6.2 mi / 10 km)
How to get there

Transport to and around Massachusetts

Fly into Logan International Airport (BOS), the closest airport, located 18.8 mi (30.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Bedford, MA (BED-Laurence G. Hanscom Field), which is 6.3 mi (10.1 km) away.

If you're travelling by train, Lincoln Station, Concord Station and Weston Silver Hill Station are the main stations in the area. You can see more of Massachusetts by jumping on the metro at West Concord Station, Riverside Station or Woodland Station.

What are the top-rated holiday rentals for weekend getaways in Massachusetts?

Got limited time but want a change of scene? A weekend break is what you need. Book a night or two at one of these rental properties and get ready to feel worlds away from your Monday to Friday:

  • "Luxurious Estate Includes - Tennis Court" - This rental in West Barnstable features amenities that'll make your visit nice and comfy, such as a fenced pool and a porch. Its handy location also makes it a good base to get out and do some sightseeing.
  • "Exceptional - Waterfront Home" - This is another fantastic place where you can relax and unwind and enjoy a mini break. Take advantage of a beach view, a garden and more during your short and sweet stay at this West Barnstable property.

Can I find studio apartments for rent in Massachusetts?

If you want someplace with more personality than a ho-hum hotel room, you'll love our studio apartments in Massachusetts. Cook up a meal in your kitchen, snooze on the lounge and feel completely at home. Take a peek at some of our coziest digs:

  • Sleep, eat, hang out with pals ... Do it all from the compact yet cleverly designed single room space at "Bright, Comfortable 1 - Bedroom". Located in Provincetown, nearby whale-watching activities and tennis are among this property's amenities.
  • Begin your day with a cup of hot coffee and a plate of freshly cooked pancakes at "Cape Cod/oceanfront On Nantucket Sound W". This Bass River getaway has all the things you need to make your visit cosy, including outdoor furniture and a kitchenette.

Can I find short term rentals in Massachusetts?

Spend a few days in an inexpensive cabin or live it up in a luxury condo. Vrbo has plenty of short-term rentals for your holiday in Massachusetts. Take a look at these options for some inspiration:

  • "Luxurious Estate Includes - Tennis Court" in West Barnstable is an ideal place for a short-term stay. It's near the town centre, so you'll be able to go out and explore all the best sights without having to travel too far.
  • Otherwise, spend a couple of days at "Exceptional - Waterfront Home" and explore the best of Popponesset. This property also caters to short-stay guests and is a great choice if you love being close to the action.

What are the best romantic weekend getaways in Massachusetts?

A romantic weekend getaway in Massachusetts is a surefire way to feed the flame of passion. Light some scented candles, take your love by the hand and watch the sparks fly at one of these holiday rentals:

  • Catch up on quality time and cuddles at "Oceanfront Contemporary Home - Breathtaking Views" in East Sandwich. A fireplace and beauty services are some of the little touches you'll find here.
  • Alternatively, organise an amorous weekend away at "Panoramic Views Of Snug Harbour In Beautiful West Falmouth". Located in West Falmouth, it offers a nearby bay, a fireplace and other bonuses.

What's the best place to stay if you're looking to rent a house for a weekend in Massachusetts?

If you love the idea of sliding your patio doors open to sparkling ocean views, get away to Revere Beach in Revere. Browse our beachfront rentals here and spend a few relaxing days playing on the shore and drifting off to the sounds of splashing waves.

What are the best large group holiday rentals in Massachusetts?

If you're planning that special trip away, don't travel alone; bring everyone along. You'll have more fun sharing the experience with your nearest and dearest. These holiday rentals in Massachusetts are ideal for large groups:

  • "Panoramic Views Of Snug Harbour In Beautiful West Falmouth": Featuring 6 bedrooms, this popular option in West Falmouth has more than enough room for you and the whole gang. Amenities such as a kitchen and a water park are on hand to make things nice and comfy.
  • "Luxurious Estate Includes - Tennis Court": Located in West Barnstable, this option has 6 bedrooms and is another favourite for a get-together with loved ones. There's plenty to keep guests comfortable and content, such as a swimming pool and a firepit.

Are there large holiday rentals that sleep 30 or more in Massachusetts?

Planning a trip to Massachusetts with all your family and friends doesn't have to mean squeezing everyone into just a few rooms. If you're looking for someplace comfy where you and your crew can stretch out, one of these large holiday rentals might just fit the bill:

  • "Family - Friendly Falmouth Retreat": With 4 bedrooms accommodating up to 100 people, this holiday property in Falmouth Heights has all the space you need. A beach view and a garden are just some of the amenities on offer here.
  • "Egyptian Linens And Luxury Amenities By Hermès": Sleeping up to 92 guests and featuring great amenities such as a garden and a nearby river, this is another good choice. It has 5 bedrooms and is located in Cotuit.

What are the best houses for rent with a pool in Massachusetts?

You'll have your choice of houses with a pool in Massachusetts, so pull on your swimsuit and get set to spend your days bobbing around in the water. Here are two popular options to get you inspired:

  • Book a stay at "New House, Steps To Beaches, Main St", where the first item on your must-do list should be taking a dip in the pool. This getaway is located in Hyannis and comes with a range of family-friendly amenities, including a separate dining area and a microwave oven.
  • "Hóll Adventure House - Perfect For Groups" in Siglufjörður is another guest favourite. There's so much to love about this property besides its pool, such as a stereo and outdoor furniture.

What are the best large family holiday rentals in Massachusetts?

There's nothing like a holiday to bring a family together, but first, you need to find the ideal space. These family holiday rentals in Massachusetts come with lots of room to reconnect with your loved ones:

  • Located in East Sandwich, "Oceanfront Contemporary Home - Breathtaking Views" has 3 bedrooms and can sleep up to 8 of your nearest and dearest. A few of the conveniences here include a stereo and childrens activities.
  • Another excellent option, "Panoramic Views Of Snug Harbour In Beautiful West Falmouth" in West Falmouth comes with 6 bedrooms and accommodates up to 12 people. Towels and a balcony will help keep your group happy and comfortable.

What are the best large houses to rent with indoor pools in Massachusetts?

Book a Massachusetts holiday home with an indoor pool and every day can be a pool day. Get away with the whole gang to one of these sprawling rentals that boast this decadent perk:

  • Hop in, the water's fine at "The Half Shell" Cottage In Osterville Village". Located in Düsseldorf Government Region, this quality haven has 4 bedrooms that fit up to 8 guests. A kitchen and a swimming pool are other amenities you'll have access to here.
  • You'll be doing plenty of mingling and relaxing by the indoor pool at "Hyannis Luxury Condo: Wave Pool" in Hyannis. With 3 bedrooms, up to 10 friends can holiday with you at this welcoming property. It's packed with features to keep a large group happy, including a fireplace and a sauna.

Want to see some more options? Use the search bar at the top of the page, adjust the filters to find the Massachusetts holiday rental that's perfect for your needs and secure your dream getaway today.

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