Vacation rentals in Dennis

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Top-rated vacation rentals in Dennis

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

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Top guest favourite
A serene waterfront view showcases a tranquil pond surrounded by lush greenery. Two kayaks are visible on the grassy area, while the deck features a wooden table with white chairs, inviting relaxation and outdoor dining.
Cottage in South Yarmouth
5 out of 5 average rating, 241 reviews

SerenityViews | Waterfront | King Bed | Kayaks SUP

Enjoy our cottage's charm and comfort with panoramic views and abundant sunlight. Comfortably hosts 2 families. Wake up to incredible sunrises. Lounge on the hammock or swim/fish/kayak in our beautiful backyard waterfront Long Pond. Explore the Cape in each direction: beautiful beaches and endless fun activities/interests. At the end of the day, enjoy dining on the deck as you grill. Sit back on the patio with a cocktail and gaze at the star filled sky and ambiance from the fire table. Welcome!

Guest favourite
A living room area presents a grey sofa adorned with patterned cushions, accompanied by a woven coffee table. A standing lamp provides light beside a simple side table with decor. The soft, green walls are complemented by dark curtains and framed artwork.
Home in South Yarmouth
4.96 out of 5 average rating, 121 reviews

Modern Beach & Pond Getaway | Heart of Cape Cod

Your perfect Cape Cod escape awaits! Coastal chic home base w/ king bed & AC near all Cape Cod has to offer. <8 min to pristine beaches, endless local shopping, entertainment & dining. Short walk to Wings Grove Beach to fish, kayak or swim in serene Long Pond - perfect for kids! Take in nature while biking the Cape Cod rail trail (4 min away) & ride all the way to the outer cape! BBQ, enjoy the firepit, fenced in yard, and outdoor shower. On cool nights, cozy up next to the indoor gas fireplace

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, 105 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
Two kayaks are stored beside a shed in a natural setting, surrounded by tall grass. A view of the calm water reflects the greenery of the area, while a cozy indoor space showcases a gas fireplace and comfortable furnishings.
Cottage in South Dennis
4.96 out of 5 average rating, 141 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 Watch the birds, relax out back in peace & privacy or go explore! 📍 Centrally located ❌ NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

Top guest favourite
A comfortable living area is present, featuring two armchairs and a sofa. Natural light floods the space through multiple windows. A small coffee table sits on a striped rug, with a subtle view of the kitchen area in the background.
Guest suite in South Yarmouth
4.97 out of 5 average rating, 214 reviews

Relaxing and Cozy Cape Cod Gem

1 bedroom apartment is located across from Bass River Golf Course, and central to beaches, walking trails, Cape Cod Rail trail, kayaking, and wonderful restaurants. This former in-law-apartment, is attached to our home. We want to assure you that our apartment is thoroughly cleaned and then sanitized to help protect our guests. Maximum occupancy is 2 ( exceptions discussed with host) **If only 2 nights are open on my calendar in the summer months, please inquire for availability to book.

Top guest favourite
A cozy living room features a large, light-colored sectional sofa adorned with various decorative pillows. A neutral coffee table sits centrally on a woven area rug. Natural light enters through multiple windows, and a wall-mounted flat-screen TV is visible, enhancing the inviting atmosphere.
Cottage in Dennis Port
4.94 out of 5 average rating, 277 reviews

Walk to Beach - Experience Dennis Beach House - AC

A quaint, cozy, well-decorated & well-equipped Cape Cod cottage located .2 miles away from Sea St Beach and a variety of other bars/restaurants, coffee shops and more. The house sleeps 5 people comfortably and has 1 small bathroom. Kitchen is fully stocked. 4-6 bath towels will be provided. The house has many smart home tech amenities, central air, Temperpedic mattresses, and a lovely & large outdoor space/back deck. First time booking on Airbnb? Save using link: www.airbnb.com/c/brianm30025

Top guest favourite
The light-filled living room features a spacious leather tufted couch positioned around a central ottoman. A flat-screen television is mounted on the wall above a cozy brick fireplace. Large windows allow natural light to brighten the room, with a glimpse of greenery visible outside.
Home in Yarmouth Port
4.99 out of 5 average rating, 132 reviews

Historic Cape Retreat near Bike & Botanical Trail

Enjoy this recently renovated historic home tastefully decorated in true Cape Cod fashion. This charming home is conveniently located just 0.6 miles to the bike trail, 1 mile to walking trails and 3 miles to Gray's Beach! Inside, you are greeted with a light filled living room. Walk upstairs to two bedrooms and a full bathroom. Enjoy the open kitchen that flows right into the dining room! Relax in the master bedroom and bathroom which is located on the other side of the house for privacy.

Top guest favourite
A tranquil scene captures a couple seated on a dock, surrounded by tall green grasses. The calm water reflects soft hues of pink and blue from the sunset, creating a serene backdrop of trees across the pond.
Home in Dennis Port
4.96 out of 5 average rating, 219 reviews

Lakefront House/Private Dock/Year Round Hot Tub/AC

Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

Top guest favourite
The cottage showcases a classic Cape Cod design, framed by greenery and a gravel pathway. A standalone structure is visible with a sloped roof and a front door lined with dark shutters. Sunlight casts a warm glow on the exterior against a clear blue sky.
Home in East Dennis
4.93 out of 5 average rating, 318 reviews

Cape Cod Cottage by the Bay!

Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

Top guest favourite
The cottage's exterior features a welcoming entrance with a white door and blue shutters. A well-maintained lawn stretches in front, bordered by a gravel path. Two Adirondack chairs are positioned on the lawn, inviting relaxation under the clear blue sky.
Cottage in Dennis Port
5 out of 5 average rating, 120 reviews

@TheCapeSummerHouse - 2bdrm Cottage in Dennisport

Explore Cape Cod from a Beautiful Cottage in Dennisport Village Freshly updated and sunny! This cozy cottage exudes coastal charm. It has a large yard perfect for the kids to play & located just .2 miles to Glendon Beach on Nantucket Sound. It’s a great place to get away for a Cape Cod vacation: central AC, fenced-in backyard with a Weber gas Grill & fire-pit, quintessential outdoor shower, WiFi, Smart TV’s, updated kitchen including a dishwasher, washer & dryer.

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.
Apartment in West Dennis
4.99 out of 5 average rating, 130 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.

Superhost
An open living area features a comfortable gray sofa facing a round dining table and chairs. A full kitchen is equipped with modern appliances, including a stainless steel refrigerator. Natural light brightens the space through large windows, complemented by light-colored wooden flooring.
Cottage in South Dennis
4.86 out of 5 average rating, 570 reviews

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

Popular amenities for Dennis vacation rentals

When is the best time to visit Dennis?

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Frequently Asked Questions

  • Where should I stay in Dennis?

    Make yourself at home in Dennis by choosing from our most frequently booked neighborhoods. We have over 2,020 vacation rentals in Dennis Port, over 1,170 vacation rentals in Yarmouth Port, and over 2,020 vacation rentals in West Dennis.

  • What types of vacation rentals are available in Dennis?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Dennis. From over 1,040 house rentals to over 200 cottage rentals, we've got you covered.

  • Are there vacation rentals with a dedicated workspace in Dennis?

    Yes! Work meets play with ease at over 560 vacation rentals in Dennis featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Dennis?

    Four-legged friends are welcome in Dennis. Choose from more than 370 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Dennis?

    Experience the best of Dennis with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Dennis house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 house rentals with pools in Dennis, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Dennis have self check-in?

    Absolutely! We offer over 300 house rentals with self check-in in Dennis. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Dennis have a bbq area?

    Absolutely! We offer over 470 house rentals with a bbq area in Dennis. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Dennis have a gym?

    Absolutely! We offer over 40 house rentals with a gym in Dennis. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Dennis?

    Dennis has more than 1,000 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Dennis

  • Total vacation rentals

    Explore 1,610 vacation rentals in Dennis

  • Nightly prices starting at

    Dennis vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 51,330 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,240 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 380 rentals that welcome pets

  • Vacation rentals with a pool

    230 properties feature pools

  • Rentals with dedicated workspaces

    570 properties have a dedicated workspace

  • Wifi availability

    1,590 of Dennis vacation rentals include wifi access

  • Popular amenities for guests

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

  • 4.8 Average rating

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

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