This holiday home is located in Dennis Port, less than 1 kilometre from Raycroft Beach and Sea Street Beach, and within walking distance of Seaview Park and Sunday School Ice Cream Parlor. This 81 square meter holiday home accommodates up to four guests, featuring two bedrooms, one bathroom, air conditioning, Wi-Fi, and a kitchen equipped with a fridge, microwave, and dishwasher, alongside outdoor amenities such as a firepit and gas grill, and includes daily free tickets to local attractions through the Xplorie partnership.
10 1 review
Brewster, MA
04/08 – 08/08
£447/nighttotal: £1788 (4 )
Irish Mist - Where Calm Meets Tide
1 4
cottage , South Yarmouth
Irish Mist, a studio apartment in South Yarmouth's Bass River district, offers private Nantucket Sound beach access and is a short drive from Hyannis Harbour and other Cape Cod attractions. This self-catering property sleeps four, featuring a queen bed and queen trundle, a kitchenette with essential appliances, a smart TV with Wi-Fi, a fireplace, and includes the Xplorie package offering £600 worth of free tickets to local attractions.
Brewster, MA
04/08 – 08/08
£784/nighttotal: £3136 (4 )
Screened Porch Overlooking Marsh, Spacious Yard, Patio, Fire Pit, And Close To Beach
2 4
cottage , Eastham
This holiday home is situated in North Eastham, a 5-minute drive or cycle from South Sunken Meadow Beach and close to the Cape Cod National Seashore. This renovated 65 square meter cottage offers accommodation for four guests with two bedrooms, 1.5 bathrooms, a separate hangout cottage with a TV, an on-site laundry, and a patio with a fire pit, complemented by two outdoor showers and marsh views.
Brewster, MA
27/06 – 11/07
£246/nighttotal: £3444 (14 )
Cozy 1 Bedroom Cottage In Beautiful Orleans With Ac. A Perfect Spot To Get Away.
1 2
cottage , Orleans
This detached house in South Orleans is located 1.3 kilometres from Cape Cod Beaches and Mayflower Beach, with Orleans Bowling Centre and Edward Penniman House and Barn also nearby. This property accommodates four guests in one bedroom and features a microwave oven, air conditioning, parking, and an outdoor shower, with kayaking, motor boating, and fishing opportunities in the vicinity.
Brewster, MA
18/07 – 25/07
£795/nighttotal: £5565 (7 )
Charming Cape Cod Cottage Walking Distance To The Beach
4 6
cottage , Harwich
This Northwest Harwich holiday home is situated a short 1.9km walk from both Cape Cod Beaches and Pleasant Road Beach. The self-catering property boasts four bedrooms, 1.5 bathrooms, a fully equipped kitchen including a dishwasher, and on-site parking, comfortably accommodating families or groups.
9.0 13 reviews
Brewster, MA
22/06 – 27/06
£264/nighttotal: £1320 (5 )
Cozy Cottage Near Rock Harbor (2223)
2 2
cottage , Orleans
This Orleans marsh-side cottage offers a tranquil setting near Rock Harbour, the Cape Cod Rail Trail, and Orleans town centre; distances to these attractions are unspecified. Sleeping five guests, this two-bedroom, one-bathroom holiday home features a full kitchen with fridge and microwave, air conditioning, a garden, parking for two cars, and an outdoor shower; a three-season porch and charcoal grill are also available.
Brewster, MA
04/08 – 08/08
£325/nighttotal: £1300 (4 )
Sweet Memories- Cozy 2 Bedroom Cottage In West Yarmouth
2 4
cottage , Yarmouth
This West Yarmouth holiday home is conveniently located near a water park and beaches, with Hyannis Harbour just a short drive away and Hyannis and the Cape Cod Mall within 4-5 miles. This two-bedroom bungalow accommodates up to four guests and offers amenities including internet, air conditioning, a garden, spa, and parking, with nearby opportunities for kayaking, motor boating, fishing, and hiking.
Brewster, MA
04/08 – 08/08
£398/nighttotal: £1592 (4 )
New For 2026! 1/2 Mile To Swan Pond (2414)
2 4
cottage , Dennis
This Dennis Port seaside cottage, an 8-minute (approximately 13 km) drive from Cape Cod Beaches and Sea Street Beach, offers stunning ocean views. The 76 square metre property sleeps four guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, in-unit laundry, a garden with barbecue, free parking, Wi-Fi, and air conditioning.
Brewster, MA
04/08 – 08/08
£327/nighttotal: £1308 (4 )
Yarmouth Cottage Steps To Water Park & Near Beach
1 4
cottage , Yarmouth
This detached holiday home in West Yarmouth is located a few steps from the Cape Cod Inflatable Park, a few minutes from the beaches, and 10 kilometres from the shops and restaurants of Hyannis. This one-bedroom bungalow accommodates up to four guests and offers a kitchen, a private bathroom with a walk-in shower, air conditioning, Wi-Fi, a garden with seating and a fire pit, and two off-street parking spaces.
Brewster, MA
04/08 – 08/08
£440/nighttotal: £1760 (4 )
Charming Cape Cottage In Dennis Port
2 4
cottage , Dennis
This Cape-style house is situated at the end of a quiet road in Dennis Port, less than 1 kilometre from Raycroft Beach and Sea Street Beach, and within walking distance of local shops, dining, and Seaview Park. This 81 square metre dwelling accommodates up to four guests in two bedrooms and offers amenities such as air conditioning, Wi-Fi, a fully equipped kitchen, an outdoor shower, a firepit, and complimentary daily tickets to local attractions through Xplorie, including Island Cruises and Whale Watch.
Brewster, MA
04/08 – 08/08
£438/nighttotal: £1752 (4 )
Luckenbooth Seas The Day By The Sound
1 4
cottage , Yarmouth
This South Yarmouth cottage, located in the Bass River district, offers easy walking access to Cape Cod Beaches and Thacher's Beach. Sleeping up to four guests, this self-catering property boasts a fully equipped kitchen, free Wi-Fi, a smart TV, on-site parking, and is close to attractions such as the Cape Cod Inflatable Park and Bass River Sports World.
9.2 25 reviews
Brewster, MA
22/06 – 27/06
£299/nighttotal: £1495 (5 )
Cozy Cape Cottage
1 2
cottage , Brewster
This Brewster holiday home is situated less than 2km from Nickerson State Park and several Cape Cod beaches, including Linnell Landing Beach and close to Ocean Edge Golf Club. This 46 square metre self-catering property sleeps three guests in two bedrooms and one bathroom, offering a fully equipped kitchen, Wi-Fi, a patio, garden, and parking.
Our Favourite Family-Friendly Cottages in Brewster, MA
Choosing a family-friendly cottage in Brewster, MA ensures a perfectly tailored, stress-free holiday for all ages.
10 1 review
Brewster, MA
04/08 – 08/08
£354/nighttotal: £1416 (4 )
33 M² Cottage ∙ 1 Bedroom ∙ 4 Guests
1 4
cottage , Yarmouth
Luckenbooth Cottage, a South Yarmouth self-catering studio, is a short walk from a private beach on Nantucket Sound, offering easy access to ferries for Nantucket and Martha's Vineyard. This one-bedroom property sleeps four, features a well-equipped kitchen, Smart TV, Wi-Fi, and includes the Xplorie package providing free tickets to local attractions such as island cruises, whale watching, and golf at Cranberry Valley or Chequessett Golf Courses.
Best Brewster, MA cottages with a garden
Brewster, MA
18/07 – 25/07
£517/nighttotal: £3619 (7 )
Mooncusser Cottage On Taylor's Pond!
2 6
cottage , Chatham
Mooncusser Cottage, a two-bedroom holiday home in South Chatham, offers convenient access to Cape Cod beaches and attractions such as the Cape Cod Inflatable Park and Nauset Beach (distances unspecified). This self-catering property sleeps six, features a fully equipped kitchen with dishwasher, in-cottage laundry, and a terrace; nearby activities include visits to Adventure Chatham and the Cape Cod Lavender Farm.
Brewster, MA
26/06 – 29/06
£374/nighttotal: £1122 (3 )
Private Cottage Tucked Close To Beaches And Town (2412)
1 6
cottage , Dennis
This Dennis Port holiday home is situated at the end of a quiet cul-de-sac, a short drive from beaches and attractions such as the Cape Cod Theatre Company and Whydah Pirate Museum. The single-storey property sleeps six, featuring an open-plan kitchen, dining and living area, one bedroom, a loft with two queen beds, a garden, on-site parking, and a washer/dryer; kayaking and paddleboarding are easily accessible from a nearby town landing.
Frequently asked questions about cottages in Brewster, MA
What would be a good 1-day itinerary for visiting in and around Brewster, MA?
Start your day with a walk along the beautiful Brewster Beach, then head over to the Cape Cod Rail Trail for a bike ride. In the afternoon, visit the Nickerson State Park for some hiking and enjoy a delicious meal at one of the local restaurants in the evening.
You definitely have to see the Brewster Ladies' Library, a charming historical landmark, and the Cape Cod Museum of Natural History, where you can learn about the region's natural beauty. The Brewster Lighthouse is also a must-see for its stunning views of the Atlantic Ocean.
What are the best cottages with a pool in Brewster, MA?
Can you easily explore Brewster, MA on foot or by bike?
Brewster is a very walkable town, and you can easily explore the main areas on foot. The Cape Cod Rail Trail, a paved path, is perfect for biking and provides access to many of the town's attractions.
What are the best cottages with a jacuzzi in Brewster, MA?
What activities are available in and around Brewster, MA?
Besides enjoying the beaches, you can go kayaking, fishing, or birdwatching in the area. There are also several golf courses and a variety of shops and restaurants to explore. For a unique experience, visit the Cape Cod Museum of Art in nearby Dennis.
What are the best cottages for families and kids in Brewster, MA?
What famous towns or cities are near to Brewster, MA?
Brewster is located on Cape Cod, and you can easily reach other popular towns like Provincetown, Chatham, and Falmouth within a short drive. The city of Boston is about a 2-hour drive from Brewster.
What are the best pet friendly cottages in Brewster, MA?
What are the most common amenities in cottages in Brewster, MA?
Most cottages in Brewster offer amenities like a fully equipped kitchen, a comfortable living area, and a private outdoor space with a barbecue grill. Many also have access to a shared swimming pool or hot tub.
What are the best cottages with parking in Brewster, MA?
Unwind after a coastal adventure with a private hot tub soak at your Brewster, MA cottage.
Brewster, MA
04/08 – 08/08
£645/nighttotal: £2580 (4 )
Catch A Cape Escape At The Tin Lobster
1 4
cottage , Yarmouth
The Tin Lobster cottage is located in the Bass River district of South Yarmouth, a short walk from Nantucket Sound and near Hyannis Harbour and Main Street. This self-catering holiday home sleeps four, featuring a queen bed, queen sofa bed, fully equipped kitchen, fireplace, Smart TV, and access to a shared BBQ area, plus £600 worth of Xplorie local attraction tickets.
Search Dog-Friendly Holiday Cottages in Brewster, MA
Book a dog-friendly cottage in Brewster, MA for a relaxing break that welcomes the whole family.
9.0 13 reviews
Brewster, MA
22/06 – 27/06
£264/nighttotal: £1320 (5 )
Cozy Cottage Near Rock Harbor (2223)
2 2
cottage , Orleans
This Orleans marsh-side cottage offers a tranquil setting near Rock Harbour, the Cape Cod Rail Trail, and Orleans town centre; distances to these attractions are unspecified. Sleeping five guests, this two-bedroom, one-bathroom holiday home features a full kitchen with fridge and microwave, air conditioning, a garden, parking for two cars, and an outdoor shower; a three-season porch and charcoal grill are also available.
Brewster, MA
18/07 – 25/07
£795/nighttotal: £5565 (7 )
Charming Cape Cod Cottage Walking Distance To The Beach
4 6
cottage , Harwich
This Northwest Harwich holiday home is situated a short 1.9km walk from both Cape Cod Beaches and Pleasant Road Beach. The self-catering property boasts four bedrooms, 1.5 bathrooms, a fully equipped kitchen including a dishwasher, and on-site parking, comfortably accommodating families or groups.
Find the Best Seaside Cottages in Brewster, MA
Book a relaxing maritime vacation at comfortable coastal cottages in Brewster, MA situated near the shore.
10 1 review
Brewster, MA
18/07 – 25/07
£510/nighttotal: £3570 (7 )
Walk To Pleasant St Beach!
3 6
cottage , Chatham
Popular 5-Star Holiday Cottages in Brewster, MA
Indulge in 5-star refinement and boutique styling at our premier luxury cottages across Brewster, MA.
Brewster, MA
04/08 – 08/08
£784/nighttotal: £3136 (4 )
Screened Porch Overlooking Marsh, Spacious Yard, Patio, Fire Pit, And Close To Beach
2 4
cottage , Eastham
Choose the Right Cottages with a Pool in Brewster, MA
A cottage in Brewster, MA with a pool offers a heated dip right alongside the beach.
10 1 review
Brewster, MA
04/08 – 08/08
£447/nighttotal: £1788 (4 )
Irish Mist - Where Calm Meets Tide
1 4
cottage , South Yarmouth
Top Holiday Cottages with Free Parking in Brewster, MA
Enjoy hassle-free coastal trips with private parking at your cottage in Brewster, MA, avoiding any extra faff.
Brewster, MA
04/08 – 08/08
£440/nighttotal: £1760 (4 )
Charming Cape Cottage In Dennis Port
2 4
cottage , Dennis
Explore Holiday Cottages with Spa Facilities in Brewster, MA
Integrating wellness into your holiday is simple with a spa-equipped cottage waiting for you in Brewster, MA.