Holiday rentals in Dennis

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Top-rated holiday rentals in Dennis

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

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Top guest favourite
Flat in East Dennis
4.95 out of 5 average rating, 21 reviews

Private fenced yard Dog friendly Bayside studio

Summer weeks run Sat-Sat. This cheery, private (yet near everything!) spot is walk distance to the Lost Dog Pub, a horse farm Smuggers Ice Cream, Grumpy's, The Marshside Restaurant AND Sesuit Cafe, Beach and Harbor are only a mile away! You have your own driveway, fenced yard, and private entrance. A Weber gas grill and patio set grace the back yard. A WELL MANNERED, crate trained dog is welcome. Possibility of dog sit/walk/training while you beach, attend an event, or take a local day trip!

Guest favourite
A duplex style cottage is surrounded by well-manicured landscaping, featuring yellow flowers and tall green grasses. A gravel pathway leads to the entrance, while tall trees provide shade in the background. The exterior showcases light gray siding and large windows for ample natural light.
Bungalow in Dennis Port
4.85 out of 5 average rating, 46 reviews

Bungalo B - Newly Renovated

Renovated duplex style cottage offering 1 bedroom, 1 bathroom with an ample kitchen, and a new patio with a firepit to enjoy those summer nights. Located in the heart of Dennis Port, 0.3 miles to Haigis Beach. Close to several other beaches, restaurants, shopping and more. Bring your bathing suit and flip flops and just relax. Additional $500 security deposit collected prior to arrival, through Airbnb,returned within 5 days after checkout, assuming no damage. Linens/towels provided for a fee

Top guest favourite
Cottage in Dennis
4.98 out of 5 average rating, 232 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 favourite
Home in Dennis Port
4.98 out of 5 average rating, 287 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
The image displays four sections of the cottage. A cozy sleeping area features a full-size bed with soft linens. A bright kitchen with marble counters is visible, alongside a comfortable living space with seating. An outdoor deck with furniture showcases a partially fenced yard.
Tiny home in Dennis Port
4.83 out of 5 average rating, 522 reviews

★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

Top guest favourite
Cottage in Dennis Port
4.93 out of 5 average rating, 103 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 favourite
Home in Yarmouth Port
5 out of 5 average rating, 125 reviews

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

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, 321 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
A functional studio layout features a queen bed with a light blue throw. A kitchenette with a stove, refrigerator, and coffee maker is visible, along with a dining table and a chair. Natural light floods the space through a window dressed with light curtains.
Apartment in Dennis Port
4.96 out of 5 average rating, 201 reviews

#5 Nautical Nest Studio 300 yards to Glendon Beach

Newly renovated, 250 square ft studio at Near Beach Rentals. 300 yards to Glendon Beach. Fully furnished studio awaits for your Cape getaway. Head to the beach in the morning and you're close enough to walk back for lunch. The studio comes with a queen bed, a twin bed, kitchen 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
The exterior of the cottage is displayed with a light grey shingle facade and multiple windows. A well-maintained pathway lined with rocks and shrubs leads to the entrance. Skylights atop the structure allow natural light to filter in, enhancing the inviting appearance.
Cottage in Dennis Port
4.93 out of 5 average rating, 27 reviews

The Sand Lot Cottage, DennisPort, Cape Cod

Nestled in one of Cape Cod’s last remaining seaside, cottage colonies, on Nantucket Sound, in the town of DennisPort, you will find the ‘Sand Lot Cottage.’ Generations of families for almost 70 years have chosen this destination to celebrate summer and the special flavor of Olde Cape Cod. A unique location, brimming with community, charm, ocean breezes and a private beach that is within walking distance from the cottage on a private lane.

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, 587 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

Guest favourite
A bright living room features a comfortable sofa adorned with colorful cushions. A round wooden table sits nearby, holding decorative items. Natural light filters through a window adorned with a woven shade, complementing the artwork of sailboats on the white shiplap walls.
Flat in Dennis
4.9 out of 5 average rating, 121 reviews

2 BD Suite Mayflower Beach & Dennis Village

This newly renovated, tastefully decorated 2nd floor suite is equipped with two bedrooms, one bathroom, living room and kitchen. During warmer months, a grill, fire-pit, ping pong table and bikes are available upon request. Located 1/4 mile off historic Rt 6A on Beach Street. Walking distance to Dennis Village Shops and top-rated restaurants. The house is 1 mile to beautiful Mayflower Beach.

Popular amenities for Dennis holiday 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 2,090 vacation rentals in Dennis Port, over 1,210 vacation rentals in Yarmouth Port, and over 2,090 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 190 cottage rentals to over 1,080 house rentals, we've got you covered.

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

    Yes! Work meets play with ease at over 580 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 360 vacation rentals for guests traveling with pets.

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

    Experience the best of Dennis with our tiny house rentals, starting at about $80 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 290 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 460 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 1,040 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Dennis

  • Total holiday rentals

    Explore 1,620 holiday rentals in Dennis

  • Nightly prices starting at

    Dennis holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 50,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,290 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 360 rentals that welcome pets

  • Holiday rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    580 properties have a dedicated workspace

  • Wifi availability

    1,610 of Dennis holiday 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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