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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 648 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 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
4.98 out of 5 average rating, 103 reviews

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.

LocationFamilyParking

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
4.96 out of 5 average rating, 106 reviews

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!

FamilyValueAir conditioning

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
4.96 out of 5 average rating, 168 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

FamilyLocationAmenities

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
4.97 out of 5 average rating, 205 reviews

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!

ValueFamilyBiking

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
4.98 out of 5 average rating, 248 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

ValueFamilyCondition

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
4.93 out of 5 average rating, 300 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

FamilyLocationWalkability

Top guest favorite
Home in Dennis Port
4.97 out of 5 average rating, 300 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.

FamilyValueCleanliness

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
4.95 out of 5 average rating, 430 reviews

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.

FamilyValueParking

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
4.98 out of 5 average rating, 132 reviews

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Open concept living room with a large kitchen island. Great space for families ! Bank street Beach and Wychmere Beach Club wedding venue are 4 min drive from us ! We’re very close to Harwich Port downtown with great restaurants. We’re centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy the bike trail nearby with rental location if needed.

FamilyLocationAir conditioning

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
4.97 out of 5 average rating, 176 reviews

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

FamilyLocationDecor

Top guest favorite
Home in Yarmouth Port
4.99 out of 5 average rating, 132 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

ValueFamilyRiver

Top 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
4.93 out of 5 average rating, 338 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.

LocationFamilyTV

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 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
5.0 out of 5 average rating, 249 reviews

Harwich Retreat on Cape Cod - Relax or explore!

ValueFamilySleep quality

Top guest favorite
Home in West Dennis
4.93 out of 5 average rating, 132 reviews

Walk to West Dennis Beach-Fire Pit-Outdoor Shower

ValueLocationKitchen

Top guest favorite
A single-story ranch-style house is situated on a well-kept lawn, flanked by two evergreen shrubs. A front porch with steps leads to the entrance, and a brick chimney is visible on the left side of the home. The surrounding area features a mix of trees and shrubs.
Home in East Dennis
4.99 out of 5 average rating, 151 reviews

Classic Cape Ranch on Quiet Cul-De-Sac

LocationValueLong stay

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
4.97 out of 5 average rating, 236 reviews

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

LocationValueGetting around

Top guest favorite
A wooden outdoor table and benches are positioned on a stone patio, overlooking a serene pond. Lush greenery lines the water's edge, and white flowers in a planter enhance the natural setting. The calm water reflects the surrounding trees and sky.
Home in West Yarmouth
5.0 out of 5 average rating, 368 reviews

gorgeous waterfront cottage w/4kayaks and 2 SUPs

LocationFamilyHiking

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
4.86 out of 5 average rating, 113 reviews

Speakeasy Bar • Hot Tub • PetsOK• Close2Mayflower

FamilyLocationAmenities

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
4.86 out of 5 average rating, 226 reviews

Lovely! 4Bed 3baths Walk to Beach DennisPort

LocationValueBeach

Guest favorite
A charming home features a light grey exterior with a dark shingled roof and two dormer windows. A front yard with green grass is accented by a wooden fence. Two black Adirondack chairs are positioned invitingly on the lawn.
Home in Dennis Port
4.78 out of 5 average rating, 111 reviews

Sandy Feet Retreat

LocationValueGrill

Dennis cottage rentals

Top guest favorite
The exterior of the cottage features a traditional Cape Cod aesthetic with cedar shingles and a light color palette. A welcoming front porch is adorned with white railings and two blue chairs, while a retractable awning provides shade. Lush greenery surrounds the property.
Cottage in Yarmouth
5.0 out of 5 average rating, 115 reviews

SeaShell Cottage ★Bass River★Beach★Bike★ Fish★Golf

FamilyLocationHeating

Guest favorite
Cottage in Harwich Port
4.82 out of 5 average rating, 129 reviews

2BR Directly on Pleasant Beach – 30 Steps to Ocean

LocationFamilyLaundry

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
5.0 out of 5 average rating, 134 reviews

@TheCapeSummerHouse - 2bdrm Cottage in Dennisport

LocationFamilyTV

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
4.9 out of 5 average rating, 126 reviews

Oyster Isle-Steps from the Beach!

ValueLocationCheckout

Top guest favorite
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 Yarmouth
4.99 out of 5 average rating, 259 reviews

SerenityViews | Waterfront | King Bed | Kayaks SUP

ValueLocationKitchen

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, 147 reviews

5 min walk to beach w/modern amenities

LocationFamilyCheckout

Top guest favorite
A charming cottage with a shingle exterior is framed by a vibrant yard. A white picket fence encloses flower beds, and a small patio features an umbrella for shade. A welcoming pathway leads to the front door, surrounded by greenery and a manicured lawn.
Cottage in Chatham
4.97 out of 5 average rating, 295 reviews

Cozy Cottage

FamilyLocationAmenities

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 Yarmouth
4.89 out of 5 average rating, 149 reviews

Memorable Moments Cottage

FamilyValueHospitality

Dennis beach vacation rentals

Guest favorite
The beachfront property is showcased against a vibrant sunset sky, with gentle waves lapping the sandy shore. Steps built into the rocky landscape lead down to the beach, while coastal homes are visible in the background, creating a serene and inviting setting.
Home in Dennis Port
4.83 out of 5 average rating, 105 reviews

Gorgeous Modern Ocean-Front Cottage With Hot Tub

ValueFamilyDecor

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
4.94 out of 5 average rating, 124 reviews

Wings Neck Lighthouse

ValueFamilyDecor

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
4.9 out of 5 average rating, 231 reviews

Cottage with private beach in Hyannis Port

ValueLocationAmenities

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
4.97 out of 5 average rating, 117 reviews

Beachfront Charmer! Newly Renovated.

LocationValueView

Top guest favorite
The exterior of a Cape Cod-style home is displayed, featuring light blue siding and a contrasting front door in a vibrant hue. The neatly maintained front yard is adorned with lush green grass and garden shrubs, with a pathway leading to the entrance. Skylights are visible on the roof.
Home in Yarmouth
4.91 out of 5 average rating, 104 reviews

Charming 3BR Cape, <5 min walk to the beach

FamilyValueAccuracy

Top guest favorite
The exterior of a spacious coastal property is shown, featuring a wraparound porch and light grey shingle siding. A clear blue sky complements the beach setting, with soft sand leading to the ocean in the background. Lush greenery borders the property, providing a sense of seclusion.
Home in Sandwich
4.99 out of 5 average rating, 155 reviews

Salt Eire | Oceanfront Beach Home

LocationFamilyView

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
4.92 out of 5 average rating, 319 reviews

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

FamilyLocationAccuracy

Top guest favorite
A serene beach scene captures the sun setting over calm waters, casting soft pink and orange hues across the sky. Gentle waves lap against the sandy shore, and distant silhouettes of homes can be seen along the coastline, surrounded by lush grass.
Cottage in Dennis Port
4.93 out of 5 average rating, 107 reviews

Salt Cottage Dennis Port, Cape Cod, MA

FamilyLocationBiking

When is the best time to visit Dennis?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 3,857 ZARR 4,019 ZARR 4,051 ZARR 3,954 ZARR 4,408 ZARR 5,250 ZARR 6,077 ZARR 6,077 ZARR 4,424 ZARR 3,824 ZARR 3,889 ZARR 4,035 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