Apartment holiday rentals in Dennis

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Top-rated apartment rentals in Dennis

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Top guest favourite
An open living area showcases a cozy seating arrangement with a light-colored couch facing a wall-mounted 4k OLED TV. A round wooden coffee table sits in the center, surrounded by a vibrant flower arrangement. Bright natural light filters through, creating a welcoming space.
Flat in Hyannis
4.97 out of 5 average rating, 140 reviews

Ensign Suite | Nantucket Boat | Hyannis + Parking

This is a fully-furnished Apartment (En-Suite) located at 63 Pleasant Street. This apartment features a living room area (with 4k OLED TV), bedroom w/ extra long queen bed, a pull out murphy bed, and a pull out couch bed. Kitchen: coffee maker, stove, dishwasher, etc. Single bathroom. This unit is found in a neighborhood called 'Ship Captains Row" which is located in walking distance from both Main St, Hyannis as well as Hyannis Harbor. We also have on site parking for at least 2 cars.

Top guest favourite
A charming studio cottage with wooden shingles is nestled among trees, featuring a private deck and gas grill. Colorful flowers line the pathway leading to the entrance. A lush green lawn surrounds the building, creating a tranquil outdoor setting.
Flat in Brewster
4.97 out of 5 average rating, 125 reviews

Songbird Studio- Secluded but close to everything!

Bright, sunny, secluded, green 600 sqft studio apartment at rear of Antique home in the heart of Brewster, Northside of Rt 6A. Private entrance. Private backyard with lawn & gardens. Small private deck, gas grill. Bird and small animal life abounds outside. Tons of stars at night.. salt air on the wind. Walking distance to coffee shop, convenience store, multiple restaurants, Bike Trail. Short car ride to bay beaches, easy drive to Ocean beaches. Gas "woodstove" for heat, AC for cooling.

Top guest favourite
A rustic, two-story cabin is surrounded by lush landscaping. A green door welcomes visitors, while a small stone pathway leads to a pair of outdoor chairs situated on a grassy lawn. The harmonious design includes natural stone walls and shaded trees.
Flat in Chatham
4.96 out of 5 average rating, 282 reviews

The Knoll

A quiet home nestled next to conservation land at the end of a dirt road. Though there are neighbors, the landscaping creates a private oasis. The downstairs apartment with private entrance is old New England with Cape Cod affects. The Bedroom has a queen bed. Second sleeping area has a Daybed with trundle and is partially open to the living area. Outside deck has a grill and shower for guest use. Close to School House pond, bike path, and 3 miles from beaches, shopping, and downtown.

Guest favourite
A spacious bedroom features a four-poster bed with a light bedding set, complemented by two large, round ottomans. A patterned wall adds texture, while a cozy seating area is visible in the background. Soft lighting enhances the calm ambiance.
Flat in Dennis Port
4.95 out of 5 average rating, 140 reviews

Apartment suite|Firepit|Private Deck|Pond Access

Enjoy a stylish experience at this centrally-located spot. Our newly built apartment suite is within walking distance of Dennis Port for restaurants, yoga, and an organic market. Private parking, entrance, and deck along w/ water access to Swan Pond. A full kitchen & Bath equipped with a new LG washer + dryer makes this space feel like your home away from home. Explore, play, rest & relax. We have all you need for a wonderful retreat to make your trip to the Cape an enjoyable one.

Top guest favourite
A bright living area features a large window that allows natural light to fill the space. Comfortable seating includes a gray sofa and a dark blue loveseat. A wooden coffee table sits between them, and a ceiling fan helps maintain a comfortable temperature.
Flat in Sagamore
4.98 out of 5 average rating, 123 reviews

Cape Cod Canal Home

Enjoy a getaway in our renovated 2 bedroom apartment on the 2nd floor with air conditioning and front balcony overlooking the Canal in Sagamore Beach. Beautiful, relaxing view with lots of boats and ships passing by. Steps to the Cape Cod Canal Bikeway for biking, walking and fishing. Two miles to Scusset Beach, 15 minutes to Historic Plymouth. Great location for easy day trips to Boston, Provincetown, Hyannis, beaches and more. Perfect for 2 couples or a family of five.

Guest favourite
The bathroom features a freestanding white soaking tub with a wooden shelf holding toiletries and a glass of wine. A textured blue throw is draped over the side, and a light blue mat with the word 'PEACH' adds a touch of color.
Flat in Brewster
4.96 out of 5 average rating, 178 reviews

Sophisticated, Private Cape Cod living

LOCATION: 3/4 mile off main road (unpaved road). Located on the town line of Brewster and Orleans with less than 5 minutes to Chatham or Harwich by car. Nauset and Skaket beaches are less than 3 miles away. Nickerson state park less than 1 mile away. Cape Cod National seashore is located within 7.2 miles of our property. Shopping on Main Street in Chatham is 15 minutes. Enjoy a nice, tranquil walk, listen to the birds or feast your eyes on the surrounding conservation land.

Top guest favourite
A spacious studio features an elegant queen bed draped in a soft, textured blanket. A comfortable sofa and decorative armchair provide seating near large windows, allowing natural light to brighten the room. An area rug adds warmth, while a wall-mounted television offers entertainment.
Flat in Sandwich
4.96 out of 5 average rating, 115 reviews

Lovely studio located in the heart of Sandwich.

Located in the heart of historic downtown Sandwich, Upstairs on Main is the perfect place to stay for a vacation in the quaint seaside town of Sandwich. The one bedroom studio is located on the second floor of a historic building which once was the town post office. It's been newly renovated and is walking distance to several restaurants, shops, historic landmarks and a 2 minute drive to the famous boardwalk beach. The studio has a queen bed, 1 bathroom and full kitchen.

Top guest favourite
A cozy studio space showcases a grey sofa with decorative cushions, positioned beside a small table featuring a fan. The kitchenette is visible in the background, equipped with white cabinetry and essential appliances. Natural light filters through a window, illuminating the warm and welcoming interior.
Flat in West Dennis
4.99 out of 5 average rating, 131 reviews

The Cape Cod Perch at West Dennis Beach Studio Apt

Take it easy at this unique and tranquil getaway just a short walk from three Nantucket Sound beaches. This 300-square-foot studio apartment on the second floor of our home. With a brand new Weber grill, picnic table, and fire pit, there is plenty of outside living. Trotting Park, South Village, and West Dennis Beaches are all walkable. Enjoy food from Sandbar, Swan River Seafood, Chapin's, Cleat & Anchor, & Bandera's Market in the summer. Call off season.

Top guest favourite
A brick patio is seen outside the private entrance of the apartment, featuring two blue lounge chairs and a small table with a potted plant. Lush greenery surrounds the patio, enhancing the tranquil outdoor space.
Flat in Barnstable
4.99 out of 5 average rating, 280 reviews

Your dog will love it here and you will too.

If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

Top guest favourite
A prominent sign marks the entrance to Cape Cod National Seashore Salt Pond Visitor Center. Surrounded by greenery, the sign features bold lettering identifying the center and includes the National Park Service emblem, set against a backdrop of trees and a clear blue sky.
Flat in Eastham
4.96 out of 5 average rating, 278 reviews

National Seashore Escape

There is no interaction required with hosts during stay. 1/4 mile to National Seashore Salt Pond Visitor Center and 2.0 miles to Coast Guard Beach, rated America's 6th best beach in 2019 by Dr Beach. The studio is above the garage with a private entrance private bath with shower. Queen bed, wifi, whisper quiet mini split a/c no window unit, tv. There is a kitchenette with refrigerator, microwave, coffee maker, toaster, sink, no stove.

Top guest favourite
A sandy path meanders through tall grass, leading toward a tranquil sunset in the background. The sun casts a warm glow over the horizon, suggesting the evening calm of the beach area. Soft greens and earthy tones create a peaceful natural setting.
Flat in East Orleans
4.95 out of 5 average rating, 315 reviews

Cozy Waterfront Apartment, Private Beach Access

Charming living space with nautical decor invites you to unwind off the grid for a few days. There is a window seat for reading, small high top for morning coffee, and all the accessories for a relaxing day at the beach. A five minute drive into town for local shopping and dining. Many scenic trails for walking and biking. Make us your base as you explore Cape Cod’s beautiful shores!

Top guest favourite
Two black Adirondack chairs are positioned around a small table in a serene backyard setting. A bowl filled with lobster sits atop the table, with a fish pond and rocks in the background, complemented by sun rays filtering through the foliage.
Flat in Sandwich
5 out of 5 average rating, 105 reviews

Cozy Large Private Pet Friendly Studio

Charming, private downstairs studio in historic Sandwich Massachusetts. This is a great space for you and your furry friend! Our place is centrally located 16 miles to Falmouth, 12 miles to Hyannis, 5 miles to shopping at Mashpee Commons, 6-9 miles to local beaches, 2-3 miles to groceries,restaurants and gas, 8 miles to the Sagamore Bridge, and 15 minutes to the Bourne Bridge.

Popular amenities for Dennis apartment rentals

When is the best time to visit Dennis?

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Quick stats about flat rentals in Dennis

  • Total holiday rentals

    Explore 70 holiday rentals in Dennis

  • Nightly prices starting at

    Dennis holiday rentals start at £81 per night before taxes and fees

  • Verified guest reviews

    Over 2,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    60 of Dennis holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Dennis rentals

  • 4.7 Average rating

    Dennis stays receive an average rating of 4.7 out of 5 from guests

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