Cottage vacation rentals in Dennis

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Top-rated cottage rentals in Dennis

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

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Guest favorite
An outdoor dining area features a wooden table surrounded by chairs, facing the beach. The view overlooks sandy shores and the ocean under a clear blue sky. Green plants and a tree are positioned nearby, adding to the natural surroundings.
Cottage in Harwich
4.81 out of 5 average rating, 114 reviews

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.

Top guest favorite
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 favorite
A bright living area is designed with a blue sofa adorned with patterned cushions. A light oak coffee table sits on a textured rug, while a potted plant adds a touch of greenery. Large windows allow natural light to fill the space, complemented by a ceiling fan.
Cottage in Dennis Port
4.89 out of 5 average rating, 109 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 favorite
A hot tub glows with green lighting, set under a dark canopy adorned with small lights. The private area is enclosed by a wooden fence, and decorative elements such as seashells and nautical items enhance the ambiance.
Cottage in South Dennis
4.96 out of 5 average rating, 157 reviews

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Welcome to the Bayside Retreat! Enjoy the real Cape Cod in this Quintessential Beach Rental Featuring: Private hot tub, outdoor patio & sofa set in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps & DirectTV 🛋️ Comfy Furnishings➕Stocked Kitchen 🛁New Bathroom 🕊️Relax out back in peace & privacy or go explore! 📍 Centrally located ❌NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

Top guest favorite
A green canoe is positioned at the edge of a tranquil lake, reflecting the clear blue sky. Gentle ripples caress the water's surface, framed by lush greenery along the shoreline, creating a serene natural setting.
Cottage in Dennis
4.98 out of 5 average rating, 228 reviews

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

Top guest favorite
A quaint cottage is presented with natural wood siding and a light-colored door. The entrance is framed by neatly trimmed evergreen shrubs, creating a welcoming outdoor space. A small set of steps leads up to the door, with a decorative welcome mat in front.
Cottage in Yarmouth
4.93 out of 5 average rating, 523 reviews

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Top guest favorite
Cottage in Dennis Port
4.94 out of 5 average rating, 130 reviews

Steps to the Beach Kid Friendly

Sip your coffee on the patio or at the water with the sandpipers , spend some family time at the swings, making sandcastles or swimming in the warmer waters of Nantucket sound. It's all just footsteps from your door! You’ll also be just 3 miles from the bike trail! Nip back to the cottage to cool off before heading out to enjoy the local attractions. End your day watching a beautiful beach sunset and enjoying the starry sky on the patio. *Previous positive reviews are required to book

Top guest favorite
An enclosed porch features casual seating with decorative cushions and views of the ocean through large windows. A light breeze can be felt from the open door, leading to a deck with additional outdoor seating. Lush greenery is visible outside.
Cottage in Dennis Port
4.93 out of 5 average rating, 101 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!

Top guest favorite
A circular stone fire pit is surrounded by four white Adirondack chairs, offering a cozy gathering spot. Flames flicker above a bed of decorative stones, casting a warm glow. A smooth patio surface extends around the area, enhancing the outdoor experience.
Cottage in West Dennis
4.99 out of 5 average rating, 141 reviews

5 min walk to beach w/modern amenities

Welcome to west_dennis_rental! Just 5 minutes from the beach, this updated Cape Cod home is perfect for small families seeking a relaxing getaway. Inside, enjoy a remodeled space with modern comforts and cozy charm. Out back, unwind on the patio with a lush lawn and easy-start gas fire pit—great for dinners or s’mores under the stars. Stocked with linens, beach gear, toys, games, Wi-Fi, AC, full kitchen, and grill. Close to Holiday Hill mini golf, ice cream, and seafood shacks!

Top guest favorite
An aerial view captures the cottage nestled among tall trees on the edge of a tranquil pond. The water appears clear and calm, reflecting the surrounding greenery. The outdoor space is visible, indicating a private and peaceful setting, ideal for relaxation and enjoyment.
Cottage in South Dennis
4.88 out of 5 average rating, 476 reviews

Waterfront Cottage on White Pond(Graham Cracker)

Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!

Guest favorite
A light-filled living area features a navy blue sofa and striped accent chairs, complemented by a natural fiber rug. A flat-screen TV is mounted above a white fireplace, with wall art displayed on the blue walls. Windows allow natural light to enhance the space.
Cottage in South Yarmouth
4.89 out of 5 average rating, 136 reviews

Memorable Moments Cottage

Amazing Beach House for Family & Friends. 4 miles to the closest Beach. Beach parking pass available for Barnstable. (9+ beaches and ponds in the Yarmouth area, this parking is not included in the beach pass) Minutes away to great Restaurants, Museums, Mini golf, Ice Cream and so much more. The newly renovated cottage has hardwood floors, updated fully equipped kitchen, Streaming TV, WiFi, high speed internet, and washer and dryer.

Guest favorite
The exterior of the cottage is showcased, featuring shiplap siding in soft gray tones. A solid white door with a round window is visible, as well as well-maintained shrubs and trimmed landscaping. Natural light enhances the inviting feel of the home.
Cottage in Dennis Port
4.93 out of 5 average rating, 196 reviews

Cape Cod Cottage 3/4 Mile from the Beach

Welcome to Surfside Cottage! Located in the heart of beautiful Dennis Port on Cape Cod, MA. Our cottage has everything you will need to make your vacation or quick getaway special. Located less than a mile to oceanside beaches and a short walk to downtown and restaurants. You will love this cozy cottage!

Popular amenities for Dennis cottage rentals

When is the best time to visit Dennis?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 698ﺩ.ﺇ 735ﺩ.ﺇ 731ﺩ.ﺇ 742ﺩ.ﺇ 790ﺩ.ﺇ 955ﺩ.ﺇ 1,149ﺩ.ﺇ 1,102ﺩ.ﺇ 889ﺩ.ﺇ 735ﺩ.ﺇ 676ﺩ.ﺇ 731
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Quick stats about cottage rentals in Dennis

  • Total vacation rentals

    Explore 190 vacation rentals in Dennis

  • Nightly prices starting at

    Dennis vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

  • Verified guest reviews

    Over 11,120 verified reviews to help you choose

  • Family-friendly vacation rentals

    160 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    190 of Dennis vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Dennis rentals

  • 4.9 Average rating

    Dennis stays are highly rated by guests—averaging 4.9 out of 5!

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