Holiday rentals in Dennis Port

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Top-rated holiday rentals in Dennis Port

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A serene beach scene captures the sun setting over calm waters, casting soft pink and orange hues across the sky. Gentle waves lap against the sandy shore, and distant silhouettes of homes can be seen along the coastline, surrounded by lush grass.
Cottage in Dennis Port
4.93 out of 5 average rating, 97 reviews

Salt Cottage Dennis Port, Cape Cod, MA

Two bedroom cottage that is merely a few steps to a private beach. **Can be booked with it’s adjacent sister properties, ‘Seabbatical (Sea) Cottage and Shore Thing (Shore) Cottage,’ for larger groups. Views of the ocean from front windows & deck. Salty breezes to breathe in and the sound of waves to put you to sleep nightly. Everything you need for a summer vacation. Perfect beach for families-close enough to hop back to the cottage for whatever you need. Relax, unwind & enjoy Cape Cod.

Top guest favourite
The cottage is framed by lush greenery and features a traditional shingled exterior. A welcoming sign reads 'The Strandloper' above the front door. Outdoor seating is provided by adirondack chairs, set on a paved walkway leading to the entrance.
Cottage in Dennis Port
4.95 out of 5 average rating, 224 reviews

The Strandloper / Beachwalker Cottage

This very clean and spacious 1 bedroom cottage has AC, is within walking distance to two public Nantucket Sound Beaches and is centrally located on Cape Cod. The vaulted ceilings and ample array of windows gives off natural light and a sense of space. FYI The cottage's name, The Strandloper, the Beachwalker, is a member of an extinct tribe of Khoikhoi Bushmen who lived on seafood gathered along the beaches of Southern Africa. Walking beaches is just as special today as it was a millennium ago.

Top guest favourite
A bright kitchen area is visible, featuring white cabinetry and modern appliances. A small dining table with two wooden stools is positioned near a window. The space is enhanced by natural light and wooden flooring, creating a welcoming atmosphere that connects to an adjoining living space.
Cottage in Dennis Port
4.89 out of 5 average rating, 108 reviews

Oyster Isle-Steps from the Beach!

A perfect seasonal escape, come enjoy the ocean waves and sunshine at this beach retreat! Spend time with family and friends exploring all the Cape has to offer in lively Dennis Port. Located steps from Haigas Beach, nearby playgrounds, ice cream shops, restaurants (Ocean House, Sandbar, Pelham House) and more. This 1 bedroom cottage comes fully equipped with a queen bed, beach essentials, outdoor shower, full kitchen & living space, A/C, parking, just steps from the beautiful Nantucket sound.

Top guest favourite
Home in Dennis Port
4.98 out of 5 average rating, 284 reviews

Pet Friendly - Walk to Downtown Dennis Port!

Newly renovated - cozy, clean and bright! PET FRIENDLY! (PRE APPROVAL required) All amenities provided for an enjoyable and relaxing family vacation or quick get-a-way! Three car driveway and private outdoor shower. Five minute walk to Dennis Port Main Street shopping, restaurants, yoga, Pet Salon, and Town playground. South Side Beaches and Ponds just 1 mile away as well as Cape Cod Bike Trail minutes away! Pet friendly beaches in Dennis after Labor Day and before Memorial Day weekends.

Top guest favourite
Cottage in Dennis Port
4.93 out of 5 average rating, 98 reviews

Oceanview Cottage, Million $ View Sea Street Beach

Oceanview Cottage! Everything you will need for your Cape Cod stay including the best view. Wake up to the scent of the ocean, see and hear the waves, make your way down to the sand to sink your toes right in. We have fully updated everything in this home. Newer furnishings, including a full kitchen, bath, central AC, outdoor shower for your stay! You won't believe your eyes and the changes we made! Cape Cod decor, homey, and warm! Quick stroll to The Pelham Rooftop Restaurant!

Superhost
Home in Dennis Port
5 out of 5 average rating, 3 reviews

NEW Luxury Waterfront - Hot Tub, Deck & Waterviews

Welcome to Aunt Laura’s Retreat, a newly renovated waterfront home ideal for families and groups seeking a relaxing Cape Cod getaway. Enjoy beautiful water views from every room, direct access to Swan Pond for kayaking and beautiful sunsets to end the day. Unwind in the hot tub, dine on the deck overlooking the water, or relax on the lower patio with a grill and cozy seating. - Direct access to Swan Pond - 5 min drive to Sea Street Beach - Close to Cape Cod Rail Trail & dining

Top guest favourite
An open plan studio is shown, featuring a comfortable gray sofa and a wicker chair beside a standing lamp. A small white table holds a fan, while a decorative mirror is mounted on the wall. Natural light enters through a window, illuminating the cozy space.
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 newly renovated exterior of a studio building is shown, characterized by its wood siding and large front door. A gravel parking area is visible in front, bordered by wooden fencing and trees. The sky is clear and sunny, providing bright natural light.
Apartment in Dennis Port
4.97 out of 5 average rating, 195 reviews

#3 Seashore Studio, 300 yards to Glendon Beach

Newly renovated 250 square ft studio at Near Beach Rentals. 300 yards to Glendon Beach. Fully furnished studio waits for your Cape Cod getaway. Head to the beach in the morning and you're close enough to walk back for lunch. Studio comes with a queen bed, a twin bed, kitchenette with stove, fridge, coffee maker and microwave, air conditioning, 40" smart TV, newly renovated bathroom, Wifi, and access to the shared courtyard with grills and furniture.

Guest favourite
Cottage in Dennis Port
4.94 out of 5 average rating, 17 reviews

3 bedroom Cape Escape!

Have fun with the whole family at our newly renovated cottage. This relaxing 3BR/1BA house is walking distance to wonderful restaurants & shops. Only a .8 mile walk to the beach. Enjoy a private fenced in backyard, patio, firepit, & outdoor shower. Sleeps 5. The house is stocked with bath & beach towels as well as a fully stocked kitchen with utensils, plates, cups, etc. The shed has a beach wagon, beach toys and beach chairs for guests to use.

Guest favourite
A bright studio interior is displayed, featuring a queen-size bed with striped bedding, a sleeper sofa in a bold hue, and a small wooden table. A blue dresser stands nearby, while large windows provide natural light with views of the private patio.
Apartment in Dennis Port
4.87 out of 5 average rating, 235 reviews

The 5 minute walk to beach Super Cute Beach Condo

This conveniently located rental is just a 3 minute walk to the beach. This studio (245 sq ft) has 1 queen size bed, sleeper sofa, galley kitchen, dishes and silverware, pots and pans, refrigerator, microwave, coffee maker, WiFi, cable TV, beach chairs and umbrella and 2 boogie boards. There is a private patio with a table and a Webber Grill. PLEASE NOTE THE FOLLOWING: WE DO NOT PROVIDE LINENS OR TOWELS. THE BED IS QUEEN SIZE

Guest favourite
Home in Dennis Port
4.96 out of 5 average rating, 27 reviews

Sea Cottage - Dennis Port

Escape to the serenity of Dennis Port with this delightful 2-bedroom, 1-bathroom cottage that promises the quintessential Cape Cod experience. Nestled in a prime location near pristine beaches, this property offers the perfect blend of coastal living and comfort. 0.5 Miles to Inman Road Beach 0.5 Miles to The Ocean House 0.7 Miles to Raycroft Beach 0.9 Miles to Pelham House Resort 0.9 Miles to Sea Street Beach

Top guest favourite
An open kitchen and dining area feature white cabinetry and modern appliances, including a refrigerator and oven. A round dining table, surrounded by light wooden chairs, is set with plates and glasses. A cozy living space is adorned with a blue couch and decorative accents, illuminated by natural light.
Home in Dennis Port
5 out of 5 average rating, 10 reviews

*Walk to beach, Wood-Burning Fire Pit

Create lasting memories, your ideal home base for a fantastic Cape Cod vacation. Located in the heart of Dennis Port, you're just moments from the area's renowned beaches, perfect for building sandcastles and splashing in the waves. This welcoming home offers comfortable accommodations for the whole family, with space to relax and unwind after a day of adventure.

Popular amenities for Dennis Port holiday rentals

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Quick stats about holiday rentals in Dennis Port

  • Total holiday rentals

    Explore 510 holiday rentals in Dennis Port

  • Nightly prices starting at

    Dennis Port holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 12,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    350 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    500 of Dennis Port holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Gym across Dennis Port rentals

  • 4.8 Average rating

    Dennis Port stays are highly rated by guests – averaging 4.8 out of 5!

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