Massachusetts Cottage Rentals
1600 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $227/Night
For 7 Nights US $1,591
1162.5 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Parking
- Internet
US $320/Night
For 7 Nights US $2,240
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $411/Night
For 7 Nights US $2,877
850 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $320/Night
For 7 Nights US $2,238
2152.78 ft²
8 Guests
1 Bedroom
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $1,046/Night
For 7 Nights US $7,320
800 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $355/Night
For 7 Nights US $2,484
1937.5 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $460/Night
For 7 Nights US $3,220
600 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $252/Night
For 7 Nights US $1,762
15338.57 ft²
6 Guests
1 Bedroom
2 Bathrooms
Ocean View
House
- Private Beach
- Oceanfront
- Fireplace/Heating
US $227/Night
For 7 Nights US $1,588
450 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Private Pool
- Fireplace/Heating
- Pool
US $294/Night
For 7 Nights US $2,060
1797.57 ft²
8 Guests
1 Bedroom
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
US $459/Night
For 7 Nights US $3,213
650 ft²
4 Guests
3 Bedrooms
1 Bathroom
Ocean View
Cottage
- Ocean View
- Balcony/Terrace
- View
US $241/Night
For 7 Nights US $1,688
Why Choose Rent By Owner for your Massachusetts Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Massachusetts
How to Book Your Massachusetts Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Massachusetts
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Massachusetts, MA
Barnstable County
Cape Cod
Boston
Suffolk County
North Shore
Essex County
Middlesex County
Dukes County
Martha's Vineyard
Berkshire County
The Berkshires
Nantucket
Massachusetts Cottage Rentals Frequently Asked Questions
1. What are the top Cottages in Massachusetts?
There are a lot of options in Massachusetts. If you plan on staying in the Massachusetts area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Massachusetts:
- Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
- Steps to the Ocean! Perfect Location!
- Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
- Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
- Good Harbor Beach House - walk to beach, close to restaurants and shopping!
- The Clearing - Quiet - Close To Nature
- Convenient to all amenities and beaches in Chatham
- Private upscale cottage, close to Long Nook and Ballston beaches.
- Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
- Renovated Cottage off Main Street- Great Location
2. How many Cottages are available in Massachusetts?
Currently, the total number of properties listed by RBO in 2026 is over 2251 in the Massachusetts area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Massachusetts.
More Rentals You May Like Near Massachusetts
1151.74 ft²
6 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Private Beach
- Fireplace/Heating
- Ocean View
US $426/Night
For 7 Nights US $2,984
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Hot Tub
- Spa
- Fireplace/Heating
US $282/Night
For 7 Nights US $1,976
1065 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- View
US $273/Night
For 7 Nights US $1,908
1200 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Pool
US $334/Night
For 7 Nights US $2,341
720 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $419/Night
For 7 Nights US $2,935
1100 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Kitchen
- Parking
US $247/Night
For 7 Nights US $1,727
1000 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $309/Night
For 7 Nights US $2,160
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $249/Night
For 7 Nights US $1,740
860 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $237/Night
For 7 Nights US $1,659
900 ft²
5 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $175/Night
For 7 Nights US $1,222
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $292/Night
For 7 Nights US $2,046
10 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Kitchen
- Parking
US $268/Night
For 7 Nights US $1,874
