Massachusetts Cottage Rentals

Compare Cottages, Resorts, & Rentals in Massachusetts, USA

New An Elegant Time Capsule in Downtown Lenox
10.0 (125 Reviews)
5 Bedrooms 2 Guests
10.0 (11 Reviews)
2 Bedrooms 6 Guests
From US $35 per night
10.0 (9154 Reviews)
1 Bedroom 9 Guests
New Beautiful Beach House, Hull Sleeps 5
From US $467 per night
10.0 (16 Reviews)
3 Bedrooms 6 Guests
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10.0 (9 Reviews)
4 Bedrooms 9 Guests
From US $71 per night
10.0 (106 Reviews)
1 Bedroom 8 Guests
New Harwich Getaway, Harwich Getaway with Hot Tub
10.0 (14 Reviews)
4 Bedrooms 9 Guests
From US $574 per night
|
10.0 (7 Reviews)
4 Bedrooms 8 Guests
|
10.0 (92 Reviews)
3 Bedrooms 6 Guests
New Tranquil Retreat 6-BRs Total in the Berkshires
New
6 Bedrooms 16 Guests
New Cape beach house steps to beach, a short walk to town & AC
10.0 (2 Reviews)
2 Bedrooms 4 Guests
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10.0 (90 Reviews)
3 Bedrooms 10 Guests
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10.0 (5 Reviews)
3 Bedrooms 8 Guests
From US $74 per night
10.0 (83 Reviews)
1 Bedroom 2 Guests
|
10.0 (5 Reviews)
10 Bedrooms 24 Guests
From US $74 per night
10.0 (83 Reviews)
1 Bedroom 2 Guests
New Casablanca-Luxury Retreat/2 Kings/Steps to Beach/PetFriendly
10.0 (1 Review)
4 Bedrooms 15 Guests
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10.0 (5 Reviews)
2 Bedrooms 6 Guests
From US $74 per night
10.0 (83 Reviews)
1 Bedroom 2 Guests
New NEWLY RENOVATED, stunning, Parker River front home in Newbury.
10.0 (1 Review)
4 Bedrooms 12 Guests
10.0 (5 Reviews)
3 Bedrooms 8 Guests
From US $74 per night
10.0 (82 Reviews)
1 Bedroom 2 Guests
New Charming antique home in historic Sandwich village,
10.0 (1 Review)
3 Bedrooms 6 Guests
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10.0 (4 Reviews)
3 Bedrooms 7 Guests
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10.0 (80 Reviews)
4 Bedrooms 10 Guests
New Charming 2-bedroom apartment in delightful Provincetown with AC
10.0 (1 Review)
2 Bedrooms 4 Guests
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10.0 (4 Reviews)
4 Bedrooms 10 Guests
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10.0 (79 Reviews)
5 Bedrooms 10 Guests
New Stunning Views - West End Waterfront w/Parking
10.0 (1 Review)
1 Bedroom 2 Guests
From US $396 per night
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10.0 (4 Reviews)
3 Bedrooms 6 Guests
New Cape Escape: Beaches and Bonfires with King bed
10.0 (1 Review)
2 Bedrooms 8 Guests
|
10.0 (4 Reviews)
2 Bedrooms 6 Guests
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10.0 (4 Reviews)
1 Bedroom 7 Guests
New Private Convenient 2-bedroom in Gardner
10.0 (1 Review)
2 Bedrooms 5 Guests
From US $273 per night
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10.0 (4 Reviews)
2 Bedrooms 4 Guests
10.0 (4 Reviews)
2 Bedrooms 6 Guests
New Dwtn Apt~King Beds~Mins to Salem
From US $218 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
10.0 (4 Reviews)
1 Bedroom 2 Guests
New Cozy studio condo with bay views, deck, and beach steps away
9.4 (17 Reviews)
1 Bedroom 2 Guests
From US $2,250 per night
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10.0 (3 Reviews)
4 Bedrooms 8 Guests
New Cozy studio condo close to the beach with bay views and deck
9.2 (63 Reviews)
1 Bedroom 3 Guests
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10.0 (3 Reviews)
4 Bedrooms 13 Guests
New 3 Mi to Beach: Historic Farmhouse on Cape Cod!
9.0 (2 Reviews)
4 Bedrooms 8 Guests
From US $1,267 per night
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10.0 (3 Reviews)
5 Bedrooms 8 Guests
New Spacious 6BR 2unit near Downtown
8.0 (1 Review)
6 Bedrooms 16 Guests
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10.0 (3 Reviews)
3 Bedrooms 6 Guests
New *New Spacious5Br| Sleeps10|Halloween Salem+Beverly
New
5 Bedrooms 10 Guests
|
10.0 (3 Reviews)
3 Bedrooms 8 Guests
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10.0 (3 Reviews)
2 Bedrooms 6 Guests
New Wellesley Spacious and Modern
From US $478 per night
New
3 Bedrooms 7 Guests
|
10.0 (3 Reviews)
2 Bedrooms 4 Guests
New Cape Family Retreat: Pool, Hot Tub & Fire Pit
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10.0 (3 Reviews)
1 Bedroom 2 Guests
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10.0 (67 Reviews)
1 Bedroom 4 Guests
New Newly Renovated Lakefront Haven In Lenox
New
4 Bedrooms 10 Guests
|
10.0 (3 Reviews)
6 Bedrooms 16 Guests
10.0 (55 Reviews)
1 Bedroom 2 Guests
From US $441 per night
|
10.0 (3 Reviews)
3 Bedrooms 6 Guests
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10.0 (53 Reviews)
2 Bedrooms 4 Guests

About Massachusetts Vacation Rentals

There are over 29487 amazing vacation rentals available in Massachusetts. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Massachusetts.

Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Massachusetts, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Massachusetts. The average size of places to stay near Massachusetts is approximately 950 ft², with prices averaging US $588 per night.

Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Massachusetts. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.

Frequently Asked Questions About Massachusetts?

What are the top cottages, summer homes, and lake houses in Massachusetts?

How many rentals, hotels, or resorts are available in Massachusetts?

Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 29487 properties listed by Vacation Cottage in the Massachusetts area for the year 2025, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Massachusetts.