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284 Best cottages in Dennis, MA
10 1 review
Dennis, MA
09/06 – 09/08
$456/nighttotal: $912 (2 )
The Whale Watch - Sand, Sun & Sea Breeze Bliss
1 4
cottage , Yarmouth
This South Yarmouth beachfront rental in the Bass River district offers stunning Nantucket Sound views and private beach access with provided chairs, a short walk from the beach and a short drive from Hyannis Harbor and Main Street. The studio-style cottage sleeps four with a king bed and double sofa bed, includes a full kitchen (fridge, oven, stove, toaster, coffee maker), a smart TV, Wi-Fi, and a $750 Xplorie package offering free tickets to local attractions.
9.0 4 reviews
Dennis, MA
09/10 – 09/13
$490/nighttotal: $1470 (3 )
81 M² Cottage ∙ 2 Bedrooms ∙ 5 Guests
2 2
cottage , Dennis
This Dennis Port vacation home sits on a quiet corner lot, less than 1000 feet from Seaview Park and The Wee Packet restaurant, and within half a mile of several beaches. The 870-square-foot house features two bedrooms, one bathroom, and sleeps five, boasting an open floor plan, sunroom with sleeper sofa, a full kitchen with dishwasher, a private fenced yard, and includes the Xplorie $750 attraction ticket offer.
Dennis, MA
09/06 – 09/08
$464/nighttotal: $928 (2 )
Lighthouse Too - Where Calm Meets Tide
1 4
cottage , Yarmouth
This South Yarmouth cottage, Lighthouse Too, is a short walk from a private beach on Nantucket Sound and a short drive from Bass River and Hyannis Harbor. The 330-square-foot studio includes a queen bed, twin sofa bed, fully equipped kitchen, fireplace, Smart TV, and parking; it sleeps four and offers $750 in Xplorie tickets to local attractions.
Dennis, MA
09/06 – 09/08
$464/nighttotal: $928 (2 )
Seaflower Where The Sea Meets Serenity
1 4
cottage , Yarmouth
This South Yarmouth cottage is located in the Bass River district, a short walk from Thacher's Beach and a short drive from Cape Cod beaches and Mayflower Beach. The one-bedroom, one-bathroom house sleeps four and features a fully equipped kitchen with appliances, free Wi-Fi, a barbecue, fireplace, on-site parking, and provided linens.
Dennis, MA
09/06 – 09/08
$594/nighttotal: $1188 (2 )
Stylish Cape Cod Cottage 1 Mile From Beach, Close To Restaurants!
2 4
cottage , Yarmouth
This newly renovated Cape Cod cottage in Bass River, South Yarmouth, is located just 1 mile from Parker River Beach and Seaview Beach, offering walkable access to mini golf attractions like Pirates Cove and Skull Island, as well as local dining. This 2-bedroom, 1-bathroom cottage accommodates up to 6 guests and features a fully stocked kitchen, a living area with a queen sleeper sofa, a primary bedroom with a king bed and en-suite bathroom, outdoor deck with a Weber grill, and complimentary high-speed WiFi.
Dennis, MA
09/06 – 09/08
$616/nighttotal: $1232 (2 )
Seaside Serenity Awaits At The Beach Plum
1 4
cottage , South Yarmouth
This cottage is located directly on Nantucket Sound in South Yarmouth's Bass River neighborhood, offering private beach access and proximity to Hyannis Harbor. The Beach Plum cottage features 440 square feet of living space with one bedroom and one bathroom, accommodating up to four guests, and includes daily complimentary tickets to local attractions.
9.8 11 reviews
Dennis, MA
09/20 – 09/27
$312/nighttotal: $2184 (7 )
Peaceful 2 Bdrm Cottage Wifi A/c Ingrd Pool & Walk To Beach!
2 2
cottage , Dennis
This charming cottage is located in Dennisport, just a short walk from the beautiful beaches of Nantucket Sound and close to shops, restaurants, and other attractions. It has received excellent reviews from previous guests. The cozy vacation home has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy a fully equipped kitchen, a private fenced backyard with a patio, a shared pool, and beach essentials for a relaxing and fun-filled vacation.
Dennis, MA
09/06 – 09/08
$846/nighttotal: $1692 (2 )
Seagill Rest & Nest - A Peaceful Ocean Hideaway
1 4
cottage , Yarmouth
SeaGills Nest and Rest, a South Yarmouth vacation home, sits steps from a private Nantucket Sound beach and a short drive from attractions like the Cape Cod Melody Tent and West Dennis Beach. This three-bedroom house sleeps eight, features a full kitchen and kitchenette, a fireplace, Smart TV, Wi-Fi, and includes a $750 Xplorie package with tickets to local attractions like Island Cruises and the Whydah Pirate Museum.
10 5 reviews
Dennis, MA
07/25 – 07/29
$395/nighttotal: $1580 (4 )
Authentic, Charming Cape Cod Cottage
2 3
cottage , Yarmouth
This cottage is located in the historic Bass River Village section of South Yarmouth, 1,320 feet from Windmill Beach and within one mile of additional South Yarmouth beaches. This 2-bedroom rental accommodates up to 4 guests and offers air conditioning, internet, and parking, with proximity to whale watching, water sports, and biking paths.
Dennis, MA
09/06 – 09/08
$673/nighttotal: $1346 (2 )
Relax & Unwind At The Hidden Treasure
2 4
cottage , South Yarmouth
This South Yarmouth vacation home, the Hidden Treasure cottage, is located in the Bass River district, a short walk from a private Nantucket Sound beach and near Bass River Sports World and Pirate's Cove Mini Golf. The two-bedroom, one-bathroom rental sleeps six guests and features a fully equipped kitchen, smart TV, Wi-Fi, a shared charcoal BBQ, and includes a $750 Xplorie package with tickets to local attractions like Island Cruises and the Whydah Pirate Museum.
10 3 reviews
Dennis, MA
09/10 – 09/13
$605/nighttotal: $1815 (3 )
Blue Sky Retreat Cozy, Central & Walk To Beach
2 2
cottage , Dennis
This Dennis Port cottage is conveniently located near Cape Cod Beaches and Sea Street Beach, a short walk to the Cape Cod Theatre Company, and within two miles of Pleasant Road and Earle Road Beaches. This 870-square-foot house sleeps five guests in three bedrooms and one bathroom, boasting a fully equipped kitchen, air conditioning, a swimming pool, a tennis court, and free Wi-Fi, plus on-site amenities like a water park and gas grills.
8.8 5 reviews
Dennis, MA
09/06 – 09/08
$489/nighttotal: $978 (2 )
Charming 2-bedroom Cottage In Fabulous Harwich With Wifi, Ac
2 4
cottage , Harwich
This two-bedroom Harwich cottage is located in Northwest Harwich, offering easy access to beaches like West Dennis Beach and Mayflower Beach, as well as attractions such as the Cape Cod Baseball & Bumper Boats and Cape Cod Lavender Farm. The 2-bathroom house comfortably sleeps 10 guests and includes WiFi, air conditioning, and pet-friendly accommodations.
Best Family-Friendly Cottages in Dennis, MA
Kid-friendly cottages in Dennis, MA with room for the whole family to spread out make vacations a breeze.
Dennis, MA
09/20 – 09/27
$742/nighttotal: $5194 (7 )
Charming Cape Cod Cottage Walking Distance To The Beach
4 2
cottage , Harwich
This Northwest Harwich vacation home is a 12-minute walk from Cape Cod Beaches and Pleasant Road Beach. The four-bedroom, 1.5-bathroom house includes a fully equipped kitchen with dishwasher and microwave, air conditioning, in-unit laundry, Wi-Fi, and on-site parking; it comfortably accommodates families or groups.
9.0 2 reviews
Dennis, MA
06/27 – 07/04
$658/nighttotal: $4606 (7 )
New! Beach Cottage - 3 Min Walk To Beach - Pet Friendly!
3 2
cottage , Dennis
This pet-friendly Dennis Port cottage, a short walk from Cape Cod Beaches and Sea Street Beach, offers easy access to Dennis's attractions. The 800-square-foot house features three bedrooms, one bathroom, and accommodates six guests, complete with a fully equipped kitchen, air conditioning, Wi-Fi, and on-site parking.
9.6 53 reviews
Dennis, MA
06/27 – 07/04
$340/nighttotal: $2380 (7 )
Cute Cottage On Bass River In West Dennis
2 2
cottage , Dennis
Little Cove Cottage is situated in West Dennis, a short distance from Bass River Golf Course and Cape Cod Rail Trail, offering a peaceful and private getaway. This cottage consistently receives excellent user ratings. The 500 square foot cottage comfortably sleeps up to 6 guests with 2 bedrooms and 2 bathrooms. Little Cove Cottage provides modern amenities, including Wi-Fi, cable TV, a brand-new heat and AC system, a Keurig coffee maker, beach chairs, and an outdoor shower.
9.8 75 reviews
Dennis, MA
07/25 – 07/29
$540/nighttotal: $2160 (4 )
Cottage Wonderland
4 3
cottage , Dennis
This charming cottage in Dennis is just a short walk from the beach and is surrounded by popular local attractions. It has received excellent ratings for its location, cleanliness, and amenities. The cottage has four bedrooms and one bathroom and can accommodate up to six guests. It features a spacious outdoor space with a playground, fire pit, and outdoor shower. Inside, the cottage has a fully equipped kitchen, a dining area, and cathedral ceilings throughout.
Best Dennis, MA cottages with a garden
Dennis, MA
06/25 – 06/28
$524/nighttotal: $1572 (3 )
New For 2026! 1/2 Mile To Swan Pond (2414)
2 3
cottage , Dennis
This Dennis Port seaside cottage offers stunning ocean views and is an 8-minute drive from both Cape Cod Beaches and Sea Street Beach. The 820-square-foot house features two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, in-unit laundry, Wi-Fi, air conditioning, a garden, and parking.
This oceanfront cottage is located in Bass River, a neighborhood in South Yarmouth, just a short stroll from shops, restaurants, and public beaches along South Shore Drive. The cottage has earned an excellent user rating, making it a popular choice for travelers seeking a relaxing and enjoyable stay. The cozy cottage offers 280 square feet of living space and can comfortably accommodate up to 3 guests. Enjoy direct access to Nantucket Sound with stunning ocean views, a private beach and deck, a sandy backyard perfect for swimming, fishing, and sunbathing, free kayak use, and a full kitchen with a fridge and microwave oven.
9.8 87 reviews
Dennis, MA
09/20 – 09/27
$416/nighttotal: $2912 (7 )
Booking Summer 2026! Walk To Private Beach!
2 2
cottage , Dennis
This charming cottage is located in Dennis Port, just a short five-minute walk from a private beach. It has consistently received excellent user ratings, making it a popular choice for travelers. This two-bedroom home with one bathroom offers 650 square feet of comfortable living space, accommodating up to five guests. The cottage features a modern kitchen, a spacious living area, a private garden, and a variety of amenities, including a gas grill, beach chairs, and access to nearby beaches, making it perfect for enjoying the outdoors.
Dennis, MA
09/10 – 09/13
$523/nighttotal: $1569 (3 )
Willows Cottage West
2 2
cottage , Dennis
This Dennis Port cottage is situated conveniently close to West Dennis Beach, offering easy access to Cape Cod Beaches and a short drive to Hyannis Harbor. This 7530 square foot rental accommodates up to four guests in two bedrooms, featuring a fully equipped kitchen, air conditioning, a garden with a picnic table and gas grill, and an outdoor hot shower.
Frequently Asked Questions about cottages in Dennis, MA
When is the best time to rent a cottage in Dennis, MA?
The best time to rent a cottage in Dennis is during the summer months, from June to August, when the weather is warm and sunny. The beaches are bustling with activity, and there are plenty of events and festivals taking place. If you prefer a quieter experience, consider visiting in the shoulder seasons, spring or fall, when the crowds are smaller and the rates are lower.
You definitely want to visit the historic Dennis Village, with its charming shops and the iconic Dennis Union Church. Also, a visit to the Cape Cod Museum of Natural History is a must. And don't forget to spend some time at the beautiful beaches, like Corporation Beach and Mayflower Beach.
What are the best cottages with a pool in Dennis, MA?
Why consider renting a cottage in Dennis, MA for your stay?
Renting a cottage in Dennis offers a unique experience, allowing you to enjoy the charm of Cape Cod living. You'll have a private space with all the comforts of home, often with a beautiful garden or a porch to relax on. Plus, you'll be just steps away from the beaches and other attractions.
What are the best cottages with a jacuzzi in Dennis, MA?
Can you easily explore Dennis, MA on foot or by bike?
Dennis is a great place to explore on foot or by bike, especially in the more residential areas. However, for longer distances or to reach more remote attractions, a car is recommended. The Cape Cod Rail Trail offers a scenic bike path that runs through Dennis and connects to other towns.
What are the best cottages for families and kids in Dennis, MA?
What are the best restaurants in Dennis, MA with nature views?
The Lobster Trap in Dennis Port is a popular choice, offering stunning sunset views over the harbor. The Beach House in Dennis Village has a cozy atmosphere with a view of the bay. For a more casual dining experience, try The Weathervane in West Dennis, which has a patio overlooking a pond.
What are the best pet friendly cottages in Dennis, MA?
What family-friendly activities are available in Dennis, MA?
Dennis has plenty of family-friendly activities, including the Dennis Public Library, which offers a variety of programs for kids. The Cape Cod Museum of Natural History has interactive exhibits that kids will love. And of course, there are the beautiful beaches, perfect for building sandcastles and splashing in the waves.
What are the best cottages with parking in Dennis, MA?
Guest-Favorite Cottages with Jacuzzi in Dennis, MA
These cottages in Dennis, MA feature private hot tubs, perfect for a relaxing soak after a day by the water.
10 4 reviews
Dennis, MA
09/10 – 09/13
$481/nighttotal: $1443 (3 )
Cozy, Vacation Home In A Charming Duplex Cottage
2 2
cottage , Yarmouth
This West Yarmouth vacation home is a 15-minute walk from Main Street, the Whydah Pirate Museum, and the Cape Cod Inflatable Park, with Pirate's Cove Mini Golf and Bass River Sports World within 2 miles. The 750-square-foot house features two bedrooms, one bathroom, sleeps five, and includes a fully equipped kitchen, air conditioning, a swimming pool, and a private patio; on-site amenities include a water park and barbecue grills.
Browse Pet-Friendly Cottages in Dennis, MA
A quality pet-friendly cottage in Dennis, MA offers dog-friendly facilities for a stress-free stay near the water.
10 8 reviews
Dennis, MA
09/20 – 09/27
$421/nighttotal: $2947 (7 )
Pet Friendly Cape Cod Cottage Near Beaches W/ Ac + Electric Vehicle Charging
2 2
cottage , Yarmouth
This charming cottage is located in Bass River, just a short distance from the Cultural Center of Cape Cod and Bass River Golf Course. It offers a peaceful setting away from the hustle and bustle of Yarmouth's town center. The cottage receives excellent ratings from previous guests, making it a popular choice for travelers. The 800 square foot cottage comfortably accommodates up to 5 guests in its two bedrooms and one bathroom. The property features a private fenced yard, a spa tub, a fully equipped kitchen, free Wi-Fi, barbecue grills, and a smoke-free environment, making it ideal for families and groups looking for a relaxing and enjoyable vacation experience.
9.2 5 reviews
Dennis, MA
09/20 – 09/27
$410/nighttotal: $2870 (7 )
Family Cottage Big Yard W\\fire Pit & Outside Shower Walk To Beaches Petssat-sat
3 2
cottage , Yarmouth
This West Yarmouth vacation home is located an eight-minute walk from Cape Cod beaches and a two-minute drive from the Cape Cod Inflatable Park. The three-bedroom, one-bathroom house sleeps six guests and features a fully equipped kitchen with a microwave, stove, coffee maker, kettle, and lobster pot, plus on-site parking, BBQ facilities, a fireplace, and free Wi-Fi.
8.8 27 reviews
Dennis, MA
09/10 – 09/13
$439/nighttotal: $1317 (3 )
Steps To A Private Beach In A Classic Cape Cottage. Pet-friendly!
2 2
cottage , Dennis
This Dennis, Massachusetts seaside cottage offers direct access to Sea Street Beach and Cape Cod Beaches, with Haigis Beach and Swan Pond River within two miles. This 300-square-foot vacation home features two bedrooms, one bathroom, sleeps six, includes a fully equipped kitchen, private patio, free WiFi, and access to an on-site water park and barbecue grills.
9.8 88 reviews
Dennis, MA
09/20 – 09/27
$301/nighttotal: $2107 (7 )
Steps To The Beach, Available June 1-25 June 29-july 4th
2 2
cottage , Yarmouth
This two-bedroom cottage is located in Bass River, a neighborhood in South Yarmouth, directly on the Nantucket Sound with a mile-long beach just steps away. The 600-square-foot cottage features a modern interior with bamboo flooring, a brand new kitchen with granite countertops and stainless steel appliances, and a renovated bathroom with new tiling.