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Vacation rentals in Dennis

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Quick stats about vacation rentals in Dennis

  • Total vacation rentals

    Explore 1,760 vacation rentals in Dennis

  • Nightly prices starting at

    Dennis vacation rentals start at R 644 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 52,710 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,390 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 420 rentals that welcome pets

  • Vacation rentals with a pool

    270 properties feature pools

  • Rentals with dedicated workspaces

    670 properties have a dedicated workspace

  • Wi-Fi availability

    1,760 of Dennis vacation rentals include wi-fi 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!

Top-rated vacation rentals in Dennis

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

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Top guest favorite
A charming beach house is showcased, featuring a stone-paved driveway and a well-maintained garden with vibrant pink flowers. The exterior reveals a traditional design with light-colored siding and dark green shutters, complemented by grassy areas and trees in the background.
Home in Dennis Port

ONE Minute walk to BEACH! High end home special!

ONE Minute walk to the BEACH! High End, newly remodeled beach house SPECIAL! Walk to great bars, restaurants, breakfast spots, shopping and more! 3br, 2bath (1 full ba + 1 half ba + 1 enclosed outdoor shower) with high end granite kitchen. SPACIOUS living area and bonus sun porch & office! Newly landscaped yard, high end patio/driveway/walkways and built in fire pit next to a fully furnished outdoor lounge! Dishwasher, washer/dryer, Central AC, fully applianced kitchen w/ cookware and more!

4.96 out of 5 average rating, 105 reviews
Top guest favorite
A backyard space is equipped with a fire pit surrounded by four white Adirondack chairs, providing a cozy gathering area. String lights hang overhead, illuminating the outdoor dining table set for a meal. A charming cottage is visible in the background, enhancing the inviting atmosphere.
Home in West Dennis

Sunset Sabbatical Cape Cod

**Newly updated Bathroom for 2026 Season!** Put your feet up and enjoy yourself! Just a 5 minute walk to South Village Beach, you will enjoy everything Cape Cod has to offer. A backyard oasis, complete with Outdoor Shower, beautiful lights, fire pit and grill - you will create family memories here for a lifetime. Updated kitchen with new gas stove, dishwasher and microwave. High-speed WiFi, Roku TVs, luxury pottery barn linens & towels. Small Hypoallergenic Dog(s) allowed with a $50 pet fee.

4.98 out of 5 average rating, 100 reviews
Top guest favorite
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

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

4.96 out of 5 average rating, 167 reviews
Top guest favorite
Home in West Dennis

Walk to West Dennis Beach-Fire Pit-Outdoor Shower

Wake up, walk to the beach, rinse off in the outdoor shower, fire up the grill on the deck and end the night around the fire pit under the Cape Cod stars. Welcome to our cozy West Dennis beach house located in one of the most desirable neighborhoods on Cape Cod. A great walking/biking neighborhood that kids love! West Dennis Beach is just five blocks away (about a 7-minute walk), making it easy to spend your days swimming, relaxing on the sand, or watching the famous Nantucket Sound sunsets.

4.93 out of 5 average rating, 132 reviews
Top guest favorite
The exterior of a charming two-story home is presented, featuring a sloped roof and light blue shutters. Well-maintained greenery surrounds the entrance, which is framed by a modest walkway and bordered by vibrant hydrangeas. A fenced yard offers a sense of privacy.
Home in Dennis Port

4 Minute Walk to Beach, Cape Cod Serenity

Located on a quiet corner with lots of privacy, 2 full baths, 4 bedrooms, outdoor shower, and a quick stroll to the beach. Activities, great restaurants and shopping are moments away! Fully equipped kitchen, linens included, outdoor seating, a grill and beach accessories will make your trip great. 1 full bath down with two bedrooms, 1 full bath up with two bedrooms. AC/Heating units installed to make your stay more enjoyable! June, July and Aug are 7 day stays w/ Friday as arrival day!

4.97 out of 5 average rating, 203 reviews
Top guest favorite
The exterior of the Victorian home showcases a charming entrance, featuring a central glass door framed by large windows. Vibrant greenery and blooming plants surround the entrance, providing a welcoming atmosphere. A slate pathway leads up to the steps, offering easy access to the porch.
Guest suite in West Dennis

*Bass River Victorian Escape* Central A/C*WiFi

Get away from it all. This beautiful Victorian semi-detached home is part of a former sea captain’s house. Refurbished to a high standard, it is light and spacious with 2 bedrooms and 1.5 bathrooms, fully equipped kitchen, and a 3-season porch with its own entrance. The open floor plan, central A/C, W/D in basement, WiFi, smart TV, outdoor BBQ, and shelves filled with books and games for all ages will make your family vacation that much better. Ask about 20% off weeklong stays in Sept & Oct.

4.94 out of 5 average rating, 167 reviews
Guest favorite
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

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

4.93 out of 5 average rating, 297 reviews
Top guest favorite
Home in Dennis Port

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.

4.97 out of 5 average rating, 299 reviews
Top guest favorite
A charming single-story home is presented with light grey shingles and dark blue shutters. A paved pathway leads to the front door, framed by manicured green lawns and landscaped flower beds. Trees and shrubs add to the serene outdoor environment.
Cottage in Harwich Port

Newly renovated Cape Coddage! Location! Location!

Newly renovated! Harwichport home- 2 min walk to beach, sleeps 10. Located right by Bank St Beach In Harwichport! Walk 1-2 minutes to the beach or walk 1-2 minutes in the other direction to Main Street where you will find shops and restaurants. Ember, The Port, 3 Monkeys, Beer Garden, and Mad Minnow. This home is in the dream location. Pull in and you don't need to drive until you leave. Walkable to Wychmere beach club. This home is often shared by guests of events celebrated at Wychmere.

4.95 out of 5 average rating, 429 reviews
Top guest favorite
Home in Yarmouth Port

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

4.99 out of 5 average rating, 132 reviews
Guest favorite
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

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.

4.93 out of 5 average rating, 335 reviews
Top guest favorite
A spacious suite features a cozy sleeping area with a queen bed dressed in soft linens. Natural light pours in through skylights above, illuminating the living area with a comfortable sofa and kitchenette. Wood beams add character to the high ceiling, creating a welcoming atmosphere.
Guest suite in Yarmouth

Find Serenity in South Yarmouth - The Boat House

Welcome to The Boat House! Find a peaceful setting in this private suite nestled amid the charm of our one acre property. This nautical themed retreat provides a spacious yet cozy suite with private and exclusive entrance, and is outfitted with a queen bed, living and dining area, well-equipped kitchenette and full bath. The gas stove adds cozy ambiance for a night in while guests can also enjoy the beautiful backyard and koi pond.

4.99 out of 5 average rating, 301 reviews

Popular amenities for Dennis vacation rentals

Self check-inBeachfrontGymBBQ grillLaptop-friendly workspace

Stay near Dennis's top sights

Mayflower Beach

273 locals recommend

Sesuit Harbor Cafe

285 locals recommend

Whydah Pirate Museum

207 locals recommend

Cape Cod Inflatable Park

203 locals recommend

Cape Cod Museum of Natural History

202 locals recommend

West Dennis Beach

85 locals recommend

Dennis house rentals

Top guest favorite
A bright living area features large windows overlooking a scenic marshland and ocean view. A cozy cream-colored couch and an armchair are positioned near a glass coffee table, inviting relaxation. Natural light fills the space, enhancing the tranquil ambiance.
Home in Chatham

The Osprey Nest - Beach house with stunning views

4.97 out of 5 average rating, 174 reviews
Top guest favorite
A charming colonial home is framed by vibrant yellow blooms. The front porch features a welcoming entrance with a dark door and white trim, flanked by two large windows. Lush greenery surrounds the property, creating a serene atmosphere.
Home in Harwich Port

Harwich Retreat on Cape Cod - Relax or explore!

5.0 out of 5 average rating, 248 reviews
Top guest favorite
A spacious, modern kitchen area features a large island with a dark base and white countertops, accented by pendant lights above. To the side, an open concept living space includes a comfortable seating arrangement and dining area, with natural light streaming in through large windows.
Home in Harwich

Spacious cottage beach Wychmere < 4 min Central AC

4.98 out of 5 average rating, 131 reviews
Top guest favorite
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

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

4.97 out of 5 average rating, 235 reviews
Top guest favorite
A charming Cape Cod house is presented, featuring a light grey exterior and a sloped roof. A white picket fence surrounds the front yard, adorned with neatly trimmed bushes. A stone pathway leads to the front door, framed by windows and a symmetrical layout.
Home in Dennis Port

Lovely! 4Bed 3baths Walk to Beach DennisPort

4.86 out of 5 average rating, 226 reviews
Guest favorite
An outdoor space features a cozy seating area with blue cushions surrounding a fire table. A dining table is set nearby, accompanied by a grill and outdoor kitchen. String lights provide subtle illumination, enhancing the space for gatherings. A television is mounted on the wall.
Home in East Dennis

Speakeasy Bar • Hot Tub • PetsOK• Close2Mayflower

4.86 out of 5 average rating, 113 reviews
Top guest favorite
The charming front exterior of a gambrel style cottage is visible, featuring shingled siding and a symmetrically gabled roof. Flower boxes are positioned beneath the windows, showcasing vibrant plants. A welcoming dark front door is centered, flanked by two tall, lush evergreens.
Home in West Harwich

cape cod riverview cottage

4.98 out of 5 average rating, 525 reviews
Top guest favorite
An open living space features vaulted ceilings and large windows, allowing natural light to fill the room. A blue sofa is positioned alongside a wooden coffee table on a decorative rug. A dining area with chairs is visible, with a kitchen area in the background.
Home in West Dennis

Cape Cod Gathering Place-Stylish & Fully Renovated

4.97 out of 5 average rating, 148 reviews

Dennis cottage rentals

Top guest favorite
A bright bedroom features a spacious bed with colorful blankets and decorative pillows. A variety of sun hats are displayed on the wall, providing a cheerful accent. Natural light enters through the window, illuminating the cozy interior.
Cottage in Dennis

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

4.98 out of 5 average rating, 245 reviews
Guest favorite
Cottage in Harwich Port

2BR Directly on Pleasant Beach – 30 Steps to Ocean

4.83 out of 5 average rating, 128 reviews
Top guest favorite
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

@TheCapeSummerHouse - 2bdrm Cottage in Dennisport

5.0 out of 5 average rating, 132 reviews
Top guest favorite
An outdoor patio area is surrounded by lush greenery, featuring a round dining table set with wood chairs. A vibrant red umbrella provides shade, while a barbecue grill is positioned nearby. The stone pavers lead to a cozy cottage beyond, framed by flowering shrubs.
Cottage in Dennis Port

The Strandloper / Beachwalker Cottage

4.95 out of 5 average rating, 229 reviews
Top guest favorite
A cozy living area is highlighted by a stone fireplace, contributing to the room's warmth. A light-colored sofa and a decorative throw are arranged atop a patterned rug. Natural light enters through windows, enhancing the inviting space with a relaxed atmosphere.
Cottage in West Yarmouth

Charming cape cod cottage

4.98 out of 5 average rating, 158 reviews
Guest favorite
A charming Cape cottage is framed by lush greenery, with sections of neatly mulched garden beds featuring flowering plants. An American flag hangs at the entrance, complemented by a stone walkway leading to the front door. The property is bathed in natural sunlight.
Cottage in Dennis Port

Cape Escape-The Perfect Getaway

4.93 out of 5 average rating, 138 reviews
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

5 min walk to beach w/modern amenities

4.99 out of 5 average rating, 146 reviews
Top guest favorite
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

Oyster Isle-Steps from the Beach!

4.9 out of 5 average rating, 125 reviews

Dennis beach vacation rentals

Top guest favorite
A charming cottage is surrounded by lush greenery and soft landscaping. The exterior features a light wood shingle design with a welcoming porch and a shaded deck area. Outdoor seating is present, inviting relaxation under the clear blue sky.
Home in Hyannis Port

Cottage with private beach in Hyannis Port

4.91 out of 5 average rating, 229 reviews
Guest favorite
A historic lighthouse stands beside a renovated white keepers home, both set on a lush green lawn. The Atlantic Ocean stretches out in the background under clear blue skies, offering a serene coastal view.
Lighthouse in Pocasset

Wings Neck Lighthouse

4.93 out of 5 average rating, 123 reviews
Top guest favorite
A charming beach house with shingle-style siding is displayed, set within a landscaped yard. Two large bushes frame the entryway, and the building features multiple rooflines and skylights. A brick pathway leads to the front door, with trees providing partial shade in the foreground.
Home in Chatham

Beachfront Charmer! Newly Renovated.

4.97 out of 5 average rating, 117 reviews
Guest favorite
The cottage, surrounded by mature landscaping, is located near a private beach. A sandy expanse is visible in the background, highlighting the close proximity to the shore. Nearby structures exhibit a rustic charm, contributing to the serene beach environment.
Cottage in Sandwich

Hideout at Water's Edge, 131 North Shore Blvd, #4

4.92 out of 5 average rating, 318 reviews
Guest favorite
A sandy beach area is captured, featuring soft dunes and gentle ridges formed by the wind. A building with a distinctive cupola is visible in the distance, surrounded by wooden walkways. Clear blue skies complement the serene coastal setting.
Home in Centerville

#25 Seasonal Cottage is 200 feet from the Beach

4.89 out of 5 average rating, 132 reviews
Top guest favorite
A charming two-story home is framed by vibrant greenery and colorful shrubs, with a paved pathway leading to the entrance. Solar panels adorn the roof, reflecting a commitment to sustainability. Lush grass and well-maintained landscaping create an inviting atmosphere.
Home in Falmouth

Private Pond-side Cape Cod Home

5.0 out of 5 average rating, 169 reviews
Guest favorite
Home in Plymouth

Panoramic ocean views 100 ft above Cape Cod Bay

4.92 out of 5 average rating, 192 reviews
Top guest favorite
An open-concept living area features a spacious blue sectional sofa and a flat-screen TV mounted on the wall. Natural light floods the room through large windows, offering views of the surrounding greenery. A decorative plant and a textured area rug add warmth to the space.
Condo in Chatham

Private Beach in Chatham - Sleeps 5

4.89 out of 5 average rating, 140 reviews

When is the best time to visit Dennis?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 3,833 ZARR 3,994 ZARR 4,027 ZARR 3,930 ZARR 4,381 ZARR 5,219 ZARR 6,040 ZARR 6,040 ZARR 4,397 ZARR 3,801 ZARR 3,866 ZARR 4,011 ZAR
Avg. temp0°C0°C3°C7°C12°C17°C21°C21°C18°C13°C8°C3°C

Frequently Asked Questions

  • 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 1,210 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 670 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 420 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 $140 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 60 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 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 1,170 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Dennis?

    Enhance your stay in our House Rentals with the most popular amenities: over 460 homes with a bbq area, over 300 homes with self check-in, over 40 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore