
Vacation rentals in Dennis Port
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Top-rated vacation rentals in Dennis Port
Guests agree: these stays are highly rated for location, cleanliness, and more.

2BR Directly on Pleasant Beach – 30 Steps to Ocean
You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.

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.

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.

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.

★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes
Welcome to SAND PEBBLE COTTAGE! We are PET FRIENDLY! ($25/nt) This 300sq.ft "TINY HOUSE" walk to ocean beach, dog park & Dennisport village At the end of a cul-de-sac, this tiny cottage has everything you need ✅ 4/10mi to beach & village ✅ Kitchen w/marble counter ✅ 2 Bike w helmets ✅ Deck w/furniture & charcoal BBQ ✅ Parking-2 cars ✅ Separate bedroom ✅ Full A/C ✅ Bring your sheets/towels- or our cleaners can provide for a charge ✅ Pet friendly-only 1 pet $25/nt

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!

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

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.

The Cape Cottage
Welcome to our charming beachside cottage in West Dennis, MA! Completely renovated studio with new bathroom , kitchen , flooring ,AC mini slip system , new furniture , new towels, bedding and linens. Just a short stroll from the beach, this cozy retreat is perfect for a relaxing Cape Cod getaway. Enjoy a bright, inviting interior, comfortable queen size bed , a fully equipped kitchen, and a private outdoor space with grill. Close to local shops and dining!

New! Beach Cottage| 3 min walk to Beach| Pet Ok
Welcome to Sandy Cheeks 🐚 ☀️ 🌊 Cape Cod Beach Cottage | 3 Min Walk to Beach Welcome to your perfect beach getaway! Our newly renovated, quintessential Cape Cod cottage is packed with character, charm, and all the amenities you need for a memorable stay. Nestled in a prime location just a 3 minute walk to the beach and steps from local restaurants, shops, and cafes, this cozy retreat offers the best of both relaxation and convenience.

Beachfront Cottage on White Pond (Marshmallow)
Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

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
Popular amenities for Dennis Port vacation rentals
Other great vacation rentals in Dennis Port

Short Stroll To Sea Street Beach In Dennisport

The Beachside Condo

111-5 Glendon Beach Condo

2 Minute Walk to Beach, Cape Cod Escape

The Hideaway - Harwich Port Getaway

Beach Bungalow: Steps to Beach, Luxury Family Fun

Cottage near Beach, Firetable, Private Patio, A/C

Expansive Ocean Views
When is the best time to visit Dennis Port?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $350 CAD | $345 CAD | $336 CAD | $359 CAD | $350 CAD | $415 CAD | $501 CAD | $490 CAD | $364 CAD | $302 CAD | $305 CAD | $305 CAD |
| Avg. temp | 0 °C | 0 °C | 3 °C | 7 °C | 12 °C | 17 °C | 21 °C | 21 °C | 18 °C | 13 °C | 8 °C | 3 °C |
Quick stats about vacation rentals in Dennis Port

Total vacation rentals
Explore 510 vacation rentals in Dennis Port

Nightly prices starting at
Dennis Port vacation rentals start at $83 CAD per night before taxes and fees

Verified guest reviews
Over 12,800 verified reviews to help you choose

Family-friendly vacation rentals
350 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 100 rentals that welcome pets

Vacation rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
500 of Dennis Port vacation 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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