Holiday homes & rentals in Massachusetts - HomeToGo base64Hash Holiday homes & rentals in Massachusetts - HomeToGo

Holiday homes & rentals in Massachusetts

Find 40,196 available offers from 41 partners
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Top 15 Recommended holiday lettings in Massachusetts

Find your perfect holiday home, apartment or cottage in Massachusetts from just £97 per night!

House Wellfleet
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with barbecue & terrace | Nature view

Wellfleet, Barnstable County, Massachusetts
This Wellfleet house rental features a kitchen and parking, perfect for a group of six seeking a memorable getaway.
from £325
per night
Outstanding(4 ratings)
from £325
per night
View deal
House Cotuit
House ∙ 10 guests ∙ 4 bedrooms

Holiday home with BBQ, terrace & garden

Cotuit, Barnstable, Massachusetts
This Cotuit house rental offers a garden, kitchen, and fireplace, perfect for families and pets, accommodating up to 10 guests.
from £213
per night
Outstanding(50 ratings)
from £213
per night
View deal
House Brewster
House ∙ 10 guests ∙ 5 bedrooms

Holiday home with terrace, garden & private pool | Suitable for remote work

Brewster, Brewster Town, Massachusetts
This Brewster house rental features a private heated pool, garden, and fireplace, comfortably accommodating up to ten guests.
from £365
per night
Outstanding(31 ratings)
from £365
per night
View deal
House West Yarmouth
House ∙ 12 guests ∙ 5 bedrooms

House with terrace, garden & heated pool | Nature view

West Yarmouth, Yarmouth, Massachusetts
This house rental in West Yarmouth features a heated pool, beach access, and a spacious garden, perfect for family holidays.
from £471
per night
Outstanding(41 ratings)
from £471
per night
View deal
House Salisbury Beach
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly house with terrace & barbeque | Dogs allowed

Salisbury Beach, Salisbury, Massachusetts
This house rental at Salisbury Beach offers parking, a kitchen, and pet-friendly options for up to six guests.
from £145
per night
from £145
per night
View deal
House Manchester-by-the-Sea
House ∙ 20 guests ∙ 10 bedrooms

Child-friendly house with barbecue | Dogs allowed

Manchester-by-the-Sea, Essex County, Massachusetts
This castle rental in Manchester-by-the-Sea accommodates up to 20 guests, featuring a kitchen, parking, and pet-friendly options.
from £1,380
per night
from £1,380
per night
View deal
Cottage Salisbury
Cottage ∙ 8 guests ∙ 3 bedrooms

Cottage with terrace & barbecue | Nature view

Salisbury, Essex County, Massachusetts
This cottage in Salisbury features a kitchen, balcony, and direct beach access, perfect for up to 8 guests by the water.
from £235
per night
Outstanding(23 ratings)
from £235
per night
View deal
Cottage Oak Bluffs
Cottage ∙ 8 guests ∙ 5 bedrooms

Cottage with garden, BBQ & terrace

Oak Bluffs, Dukes County, Massachusetts
This Oak Bluffs cottage offers a kitchen, garden, and parking, perfect for families seeking a memorable getaway for 8.
from £509
per night
Outstanding(40 ratings)
from £509
per night
View deal
House East Sandwich
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly pleasant house with terrace & barbeque | Nature view | Beach nearby | Pets are welcome

East Sandwich, Sandwich, Massachusetts
This waterside house in East Sandwich offers beach access, a fireplace, and a balcony, perfect for family getaways with pets.
from £457
per night
Excellent(3 ratings)
from £457
per night
View deal
House East Falmouth
House ∙ 7 guests ∙ 3 bedrooms

Family-friendly holiday home with terrace & garden

East Falmouth, Falmouth, Massachusetts
This East Falmouth house rental offers a kitchen, fireplace, garden, and parking, perfect for families of up to seven.
from £226
per night
Very good(6 ratings)
from £226
per night
View deal
House West Dennis
House ∙ 12 guests ∙ 6 bedrooms

House with barbecue & terrace | Nature view

West Dennis, Dennis, Massachusetts
This West Dennis house rental features a kitchen, parking, and space for 12, perfect for a family getaway by the beach.
from £432
per night
Outstanding(36 ratings)
from £432
per night
View deal
House Dennis Port
House ∙ 9 guests ∙ 4 bedrooms

Ample holiday home with terrace, pool & barbecue | Pet-friendly

Dennis Port, Dennis, Massachusetts
This Dennis Port house rental offers a pool, kitchen, and parking for up to nine guests, with pet-friendly options available.
from £420
per night
Outstanding(27 ratings)
from £420
per night
View deal
House Wellfleet
House ∙ 15 guests ∙ 6 bedrooms

House with terrace, barbecue & garden

Wellfleet, Barnstable County, Massachusetts
This Wellfleet house rental offers beach access, a garden, and a balcony, perfect for family gatherings of up to 15 guests.
from £854
per night
Outstanding(45 ratings)
from £854
per night
View deal
House West Chatham
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly holiday home with terrace, barbecue & garden | City view

West Chatham, Chatham, Massachusetts
This West Chatham house rental offers a kitchen, garden, and parking, perfect for families seeking a memorable stay.
from £185
per night
Excellent(26 ratings)
from £185
per night
View deal
House Orleans
House ∙ 19 guests ∙ 9 bedrooms

Family-oriented wonderful holiday home with private pool, barbecue & terrace | Beach nearby

Orleans, Orleans Town, Massachusetts
This stunning house rental in Orleans features a private heated pool, garden, and direct beach access, perfect for family getaways.
from £1,212
per night
Outstanding(45 ratings)
from £1,212
per night
View deal

Holiday lettings and apartments with air conditioning

House  Webster
from £274 per night
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented holiday home with terrace, BBQ & garden | Lake view | Perfect for remote work

5.0
Outstanding(28 ratings)
Webster, Worcester County, Massachusetts
Air conditioning
View deal
House  Teaticket
from £367 per night
House ∙ 6 guests ∙ 3 bedrooms

House with garden & barbecue

5.0
Outstanding(2 ratings)
Teaticket, Falmouth, Massachusetts
Air conditioning
View deal
House  Dennis
from £433 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with BBQ & terrace

Dennis, Dennis Town, Massachusetts
Air conditioning
View deal
See all offers

Holiday homes and cottages with a garden

House  Sagamore Beach
from £678 per night
House ∙ 10 guests ∙ 5 bedrooms

Holiday home with terrace, barbeque & garden | Nature view | Suitable for remote work

5.0
Outstanding(51 ratings)
Sagamore Beach, Bourne, Massachusetts
Garden
View deal
House  Chatham
from £329 per night
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented pleasant holiday home with garden, terrace & BBQ | City view | Next to the beach | Pet-friendly

4.9
Outstanding(88 ratings)
Chatham, Barnstable County, Massachusetts
Garden
View deal
House  East Dennis
from £681 per night
House ∙ 16 guests ∙ 7 bedrooms

Family-friendly holiday home with garden, barbeque & private pool | Nature view | Suitable for remote work

4.9
Outstanding(59 ratings)
East Dennis, Dennis, Massachusetts
Garden
View deal
See all offers

Best holiday homes with a patio or terrace

Cottage  Wellfleet
from £262 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with pool, terrace & barbeque | Nature view

4.9
Outstanding(19 ratings)
Wellfleet, Barnstable County, Massachusetts
Balcony/Patio
View deal
House  Chatham
from £459 per night
House ∙ 10 guests ∙ 4 bedrooms

Holiday home with barbeque & terrace | Nature view

4.8
Outstanding(30 ratings)
Chatham, Barnstable County, Massachusetts
Balcony/Patio
View deal
House  South Dennis
from £358 per night
House ∙ 14 guests ∙ 7 bedrooms

Child-friendly nice holiday home with barbecue, garden & terrace | Nature view | Perfect for remote work

4.7
Excellent(27 ratings)
South Dennis, Dennis, Massachusetts
Balcony/Patio
View deal
See all offers

Budget-friendly Holiday Homes in Massachusetts

Find Fantastic yet Cheap Lettings

Lodge Scituate
from £690 per night
Lodge ∙ 15 guests ∙ 6 bedrooms

Lodge with BBQ & terrace | Beach view | Good for workation

5.0
Outstanding(138 ratings)
Scituate, Plymouth County, Massachusetts
View deal
House Hyannis Port
from £424 per night
House ∙ 12 guests ∙ 5 bedrooms

Child-friendly beautiful holiday home with BBQ, private pool & hot tub | Nature view

5.0
Outstanding(8 ratings)
Hyannis Port, Barnstable, Massachusetts
View deal
House East Sandwich
from £617 per night
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly house with private pool, terrace & barbeque

5.0
Outstanding(2 ratings)
East Sandwich, Sandwich, Massachusetts
View deal

Top-Rated Lettings and Properties in Massachusetts

Book Holiday Letting Offers with the Highest User Rating

House Gloucester
from £354 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with barbecue, garden & terrace | Nature view | Good for workation

5.0
Outstanding(41 ratings)
Gloucester, Essex County, Massachusetts
View deal
House Gloucester
from £291 per night
House ∙ 6 guests ∙ 3 bedrooms

House with garden, terrace & barbeque | Nature view

4.8
Outstanding(24 ratings)
Gloucester, Essex County, Massachusetts
View deal
House Wellfleet
from £383 per night
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped pleasant house with garden, barbecue & terrace | City view

5.0
Outstanding(4 ratings)
Wellfleet, Barnstable County, Massachusetts
View deal

Discover real guest reviews to help you choose the perfect stay in Massachusetts

How are reviews collected?
Jeanette N.
Guest verified by HomeToGo

This lovely house is in a quiet neighborhood on the Cape Cod Canal. We had the nicest time. It's outfitted very well and is full of mementos from its original family, which we loved. Kitchen has everything you could need. We could easily have spent our time on the deck, the beach and in the water and never left and been perfectly happy. We did venture to Gilder beach (2 blocks from house) and had some other excursions. But being here was divine overall.

Reviewed on 18/08/2025 | Family
House Bourne
from £253 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding(12 ratings)
Bourne, Barnstable County, Massachusetts
View deal
Joe S.
Guest verified by HomeToGo

The home is very spacious. Cupboards were well stocked with plates, bowls, etc. I received prompt replies to inquiries. The photos of the outside are deceiving, the deck and furniture were not maintained/cleaned. I didn't find a broom. There were no instructions for check out other than to take out the trash. A/C was blasting when we got there and we couldn't figure out how to regulate it (again, no instructions), so we turned it off and used the room units and fans. I did not find the coffee maker that I was told was there.

Reviewed on 07/07/2025 | Group
House North Eastham
from £262 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5
Excellent(18 ratings)
North Eastham, Barnstable County, Massachusetts
View deal
Gail M.
Guest verified by HomeToGo

The location and home were both beautiful! We thoroughly enjoyed our stay! Rock Properties were very accommodating to any of our concerns and responded immediately! There was even a welcome basket with an assortment of Cape Cod gifts.

Reviewed on 14/05/2024 | Couple
House Sandwich
from £425 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding(1 rating)
Sandwich, Barnstable County, Massachusetts
View deal
William S.
Guest verified by HomeToGo

Found this hidden gem and couldn’t have been happier. We had our dog with us, who also had a great time. Place is very clean and the room had full amenities, which is rare (in my opinion). We had a full kitchen, tv with several streaming stations, and nice walk in shower. There was a pool out front and different hammocks and games out back. Very close to restaurants and beaches. Will definitely stay here again

Reviewed on 06/08/2023 | Couple
Accommodation Eastham
from £169 per night
Accommodation ∙ 2 guests ∙ 1 bedroom
4.6
Excellent(120 ratings)
Eastham, Orleans Town, Massachusetts
View deal
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Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Massachusetts

  • Pool (10,447)
  • WiFi (37,161)
  • Parking (1,926)
  • Kitchen (24,951)
  • Air conditioning (36,247)
  • TV (35,790)
  • Dishwasher (17,375)
  • Washing machine (22,416)
  • Pet-friendly (12,655)
  • Wheelchair access (8,193)
  • No smoking (36,266)
  • Balcony/patio (15,342)

More than a quarter of the holiday rentals include a pool, which makes Massachusetts a wonderful holiday destination for travellers looking to spend their holidays poolside. More hotel room provide a pool than motel. On average, hotel room with pools in Massachusetts accommodate 9 holidaymakers and have an average cost of £459 per night. If you would also like to be near the water, more than half of the rentals including a pool are within 2 kilometres of the waterfront.

Price and Availability Index for Massachusetts

Click on any bar to see price and availability information

Holiday Letting Price Information in Massachusetts

We summarised price data in the graph above to give you more insights as to accommodation costs in Massachusetts. The most expensive week to book a holiday letting in Massachusetts is in June (27/06 – 04/07). The cheapest week is in September (19/09 – 26/09). Prices fall to an average of £512 per night.

Rental availability information in Massachusetts

Check how busy Massachusetts is with our availability graph. More people travel to Massachusetts during a week in May (01/05 – 08/05). So far, 96% of the Massachusetts holiday lettings are occupied this week. Conversely, 70% of the lettings are still available during a week in June (06/06 – 13/06).

Explore the diversity of Massachusetts with a holiday home

The state of Massachusetts was the site of the first colony in New England. Despite being a small state, there is a lot for travellers to do in Massachusetts. You can learn about fascinating historical events such as the Salem witch trials and the Boston Tea Party, or simply lounge on a Cape Cod beach.

When visiting Massachusetts, consider staying in one of the area’s many holiday lettings – they offer privacy and modern amenities, and they also feel like home.

Information about holiday rentals in Massachusetts

🏡 Holiday homes available 40,196 rentals
💳 Discounts available up to 18%
🌙 Nightly prices from £97
⭐ Popular amenities Pool, Internet and Parking
🐾 Pet friendly rentals 13,235 properties
🏊 Holiday rentals with pools 10,675 properties
203 reviews
Massachusetts holiday rentals have an average rating of 4.2/5 across 203 reviews left by travellers.

Frequently Asked Questions

What is the price per night for a holiday home in Massachusetts?

You can book a holiday home in Massachusetts for as little as £97 per night. Whether you're after something simple or more luxurious, there's a wide range available. Use HomeToGo to compare deals and find the best value for your trip.

How many holiday lettings are available to book in Massachusetts? And what are the most popular types of holiday lets?

There are 40,196 holiday apartments from 41 different providers on offer in Massachusetts. More than half of holiday rentals in Massachusetts are house rentals, making them a top pick among travellers. These properties are perfect for families, couples, or groups looking for a cosy base. Find your perfect match on HomeToGo today.

What is the most searched holiday apartment amenity in Massachusetts?

Travellers planning trips to Massachusetts most often look for Pool, Internet, and Parking as holiday rental amenities.

Do you offer holiday homes with a swimming pool in Massachusetts?

Looking for a pool? You’ll find that more than half of holiday cottages and homes in Massachusetts have one. They’re ideal for cooling off on sunny days or relaxing poolside, with 10,675 properties to choose from. Browse poolside holiday rentals on HomeToGo, starting from around £459.

What is the best time of year to travel to Massachusetts?

January and February are the driest months in Massachusetts.

How do I find deals on holiday lettings in Massachusetts?

You can find fabulous discounts on holiday lets in Massachusetts with the nightly price of a rental starting at just £97 - and HomeToGo has created a range of filters that mean it's a piece of cake to locate some awesome deals. When considering different dates for your break, you can use HomeToGo's flexible dates technology to scan for great value date options and find discounts of up to 18%. In addition, HomeToGo's 'distance from' filter can help you uncover hidden treasure holiday rentals in lower-price, lesser-known locales that are just as close to your desired destination, whether that's a beach, lake, ski region or city centre. Start searching with time to spare to get the best of good availability and top discounts - and do so without worries by using HomeToGo's 'free cancellation' filter when you search.

What are the advantages of choosing a holiday home in Massachusetts with HomeToGo?

From serenity away from the crowds to more space to enjoy with your family, friends or partner, holiday rentals in Massachusetts have a variety of benefits. HomeToGo surfaces real reviews from verified visitors, and searching is secure, simple, and hassle-free - so with 40,196 lettings from 41 providers in the region, you're bound to uncover the ideal holiday home with the amenities and features that are important to you in Massachusetts.

Do you offer holiday accommodation for couples in Massachusetts?

Absolutely – you’ll find plenty of cosy, well-rated holiday lettings in Massachusetts perfect for two. Whether you’re after seclusion or a city break, there’s something for every type of trip. Use HomeToGo to find the ideal spot for your next couples’ getaway.

Can I book a waterfront holiday rental in Massachusetts?

You can book one of 31511 waterfront holiday homes in Massachusetts for a truly scenic break. These spots are perfect for a morning coffee with a view or lazy days by the water. Filter your search by ‘Near water’ on HomeToGo to see your options.

Why should I book my holiday rental with HomeToGo?

HomeToGo brings together over 15 million holiday rentals from trusted providers, so you can find the best deal in one place. You’ll enjoy a simple booking process, local expertise, and top prices from trusted providers. Discover your ideal holiday home with ease on HomeToGo.

Can I find family-friendly holiday lettings in Massachusetts?

Yes, there are lots of family-friendly holiday homes in Massachusetts. Many come with space for large groups and practical features like kitchens and gardens. Use HomeToGo to discover the best places to stay with the whole gang.

Can I cancel my holiday rental booking for free?

Worried about changes? Plenty of holiday rentals listed on HomeToGo come with free cancellation options. Always read the terms to avoid surprises.

Is it possible to rent a holiday home for a weekend getaway in Massachusetts?

Yes, many holiday lets in Massachusetts offer flexible booking options, including weekend stays. You’ll find plenty of holiday homes that accept 2-3 night bookings. Discover your ideal holiday home with ease on HomeToGo.

Are there any last-minute holiday rental deals in Massachusetts?

Need a quick break? Last-minute holiday is just a few clicks away in Massachusetts. These can be a great way to save up to 18% on spontaneous getaways. Check today’s offers and grab a holiday cottage at a great price.

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