Dennis vacation rentals

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Top-rated vacation rentals in Dennis

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

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Guest favorite

Tiny home in Wellfleet

4.98 out of 5 average rating, 226 reviews

Writer's Cabin in Woods near Wellfleet Bay

Our unique, creative and magical "Writer's Cabin" tiny house is a guest favorite! You'll be tucked in the woods with the views of a treehouse, and just minutes' drive or bike ride to Wellfleet's beaches, ponds & walking trails. Wellfleet's quaint town center and harbor are just a 10-15 minutes walk down the road. Note: the cabin has a private, wooden Nordic shower w/ hot water built onto the outside of the cabin. Our guests love this unique experience! The toilet is standard flushing & indoors.

Sep 23 – 28

ﺩ.ﺇ662 per night

Guest favorite

Condo in Dennis

4.99 out of 5 average rating, 172 reviews

Studio, 300 yards to Glendon Beach; Seahorse#2

Newly renovated, 250 sq ft studio at Near Beach Rentals. 300 yards to Glendon Beach means you can head to the beach in the morning and you're close enough to walk back for lunch. Fully furnished studio includes a queen bed and a fold down couch, 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. **(6) total units makes NBR a great place for larger gatherings!!!

May 17 – 24

ﺩ.ﺇ503 per night

Guest favorite

Cottage in Dennis

4.94 out of 5 average rating, 216 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

Jan 3 – 10

ﺩ.ﺇ655 per night

Guest favorite

Guest suite in Yarmouth

4.99 out of 5 average rating, 245 reviews

Sweet Little Suite in South Yarmouth

Welcome to the Jelly Shop! Enjoy your own free-standing, private cottage on this beautiful family-owned compound. This cozy retreat will provide ample living space, romantic captain's bed, kitchenette with fridge, microwave and Keurig coffeemaker. Enjoy your own private patio for lounging and dining. A beautiful stroll through this historic neighborhood will bring you to the Windmill on Bass River and close enough to other beaches, year-round attractions, restaurants and more! Welcome!

Feb 12 – 19

ﺩ.ﺇ695 per night

Guest favorite

Condo in Brewster

4.87 out of 5 average rating, 162 reviews

Shining Sea Condo

Ocean Edge condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. One king bed and one queen, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC in living room and heat throughout the unit. Wifi and two smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Feb 26 – Mar 5

ﺩ.ﺇ381 per night

Guest favorite

Home in Dennis

4.94 out of 5 average rating, 269 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.

Mar 20 – 27

ﺩ.ﺇ744 per night

Guest favorite

Guest suite in Brewster

4.95 out of 5 average rating, 149 reviews

Cozy and Secluded Apartment/Seasonal garden view

Walk across your private patio through sliding glass doors to your private garden retreat in this spacious studio. A large bathroom is just off the kitchen. This brand new apartment is designed for your perfect vacation or retreat from city life. If you are working from home - try working from Cape Cod! A desk awaits you - leave your computer set up and ready! Not the best apartment for disabilities - the entrance is in the back and there is a step up into the shower.

Feb 15 – 22

ﺩ.ﺇ354 per night

Superhost

Cottage in Dennis

4.88 out of 5 average rating, 349 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!

Nov 29 – Dec 6

ﺩ.ﺇ743 per night

Guest favorite

Cottage in Bourne

5.0 out of 5 average rating, 143 reviews

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. It is located within a cape style cottage community that offers a private association beach. There are water views from both the living room and deck. Grab the provided beach chairs, water tubes, cooler and walk a 140 steps from the deck to the beach. You can also Walk or Bike on Cape Cod Canal, 5 min. Close to restaurants, hiking trails and Cape Cod Bridge -5 min away. 20% off wk.

Oct 7 – 14

ﺩ.ﺇ410 per night

Guest favorite

Guesthouse in Yarmouth

4.96 out of 5 average rating, 183 reviews

One bedroom guest house on beautiful Cape Cod

Second level guest apartment with one bedroom, bathroom, kitchen, large walk-in closet and living room. Just about everything you need to feel at home. There is A/C in the bedroom and the living area is well vented and has a large ceiling fan. Two golf courses are within 3/4 of a mile, public access beach and boat ramp are within 1 mile. You will also find kayaking, bike trails, walking trails and many other Cape Cod amenities just a short drive away.

Feb 10 – 17

ﺩ.ﺇ632 per night

Guest favorite

Apartment in Barnstable

4.99 out of 5 average rating, 230 reviews

Your dog will love it here and you will too.

If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

Jan 30 – Feb 6

ﺩ.ﺇ482 per night

Guest favorite

Guest suite in Harwich

4.94 out of 5 average rating, 226 reviews

Cape Hideaway

Private suite on the first floor guests have exclusive use of the entire place. The second floor is my residence. The suite has a bedroom with queen temperpedic mattress, living room with queen sleep sofa, small kitchenette and bath. The kitchen is equipped with a small refrigerator, microwave, coffee maker, kettle, single burner cooktop and crockpot. Guests have access to the upper deck (shared space) which has a patio set and gas grill.

Mar 2 – 9

ﺩ.ﺇ481 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Dennis vacation rentals

Laptop-friendly workspace

Stay near Dennis's top sights

West Dennis Beach83 locals recommend

Captain Parker's Pub81 locals recommend

Sesuit Harbor Cafe167 locals recommend

Kream 'n Kone58 locals recommend

Pirate's Cove Adventure Golf130 locals recommend

Whydah Pirate Museum111 locals recommend

Other great vacation rentals in Dennis

Guest favorite

Apartment in Dennis

4.9 out of 5 average rating, 101 reviews

2 BD Suite Mayflower Beach & Dennis Village

Dec 25 – Jan 1

ﺩ.ﺇ678 per night

Guest favorite

Cottage in Dennis

4.94 out of 5 average rating, 102 reviews

Steps to the Beach Kid Friendly

May 7 – 14

ﺩ.ﺇ1,057 per night

Guest favorite

Cottage in Yarmouth

4.92 out of 5 average rating, 407 reviews

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

Oct 3 – 10

ﺩ.ﺇ723 per night

Guest favorite

Guest suite in Orleans

4.92 out of 5 average rating, 142 reviews

Charming Old Cape Cod

Sep 16 – 23

ﺩ.ﺇ507 per night

Guest favorite

Cottage in Dennis

4.95 out of 5 average rating, 191 reviews

The Strandloper / Beachwalker Cottage

Oct 28 – Nov 4

ﺩ.ﺇ741 per night

Guest favorite

Guest suite in Harwich

4.99 out of 5 average rating, 542 reviews

Romantic getaway suite

Dec 27 – Jan 3

ﺩ.ﺇ627 per night

Superhost

Townhouse in Dennis

4.78 out of 5 average rating, 161 reviews

Windfall Townhouse - 1/2 mile to Nantucket Sound

May 13 – 20

ﺩ.ﺇ595 per night

Guest favorite

Home in Dennis

4.92 out of 5 average rating, 167 reviews

SUMMERS OFF CAPE HOUSE

Nov 16 – 23

ﺩ.ﺇ640 per night

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Dennis house rentals

Guest favorite

Home in Dennis

4.95 out of 5 average rating, 150 reviews

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

Dec 16 – 23

ﺩ.ﺇ924 per night

Guest favorite

Home in Brewster

4.95 out of 5 average rating, 137 reviews

Brewster Home on Lower Mill Pond

Dec 26 – Jan 2

ﺩ.ﺇ612 per night

Guest favorite

Home in Dennis

4.98 out of 5 average rating, 247 reviews

Shirley's Place - Pet Friendly Sleeps Six!

Nov 9 – 16

ﺩ.ﺇ677 per night

Guest favorite

Home in Yarmouth Port, Cape Cod

4.99 out of 5 average rating, 311 reviews

Fabulous Waterfront! 3bdrm/2bth Kayaks & Firepit

Oct 13 – 20

ﺩ.ﺇ1,965 per night

Guest favorite

Home in Dennis

4.93 out of 5 average rating, 150 reviews

7 Bedroom Beach House. Private Beach. Sleeps 19

Jan 11 – 18

ﺩ.ﺇ2,118 per night

Guest favorite

Home in Yarmouth

5.0 out of 5 average rating, 207 reviews

The Pearl: 3 Bedroom 500 steps to Englewood Beach!

Nov 22 – 29

ﺩ.ﺇ594 per night

Superhost

Home in Dennis

4.79 out of 5 average rating, 138 reviews

Walk2Beach, HotTub, FirePit, PetsOk

Feb 25 – Mar 4

ﺩ.ﺇ1,378 per night

Guest favorite

Home in Yarmouth Port

4.99 out of 5 average rating, 102 reviews

Historic Cape Retreat near Bike & Botanical Trail

Mar 2 – 9

ﺩ.ﺇ849 per night

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Beach house rentals in Dennis

Guest favorite

Home in Yarmouth

4.95 out of 5 average rating, 213 reviews

★Hot Tub★Pet OK★Firepit★Walk to Village&Beach★King

May 7 – 14

ﺩ.ﺇ1,327 per night

Guest favorite

Home in Dennis

4.97 out of 5 average rating, 156 reviews

4 Minute Walk to Beach, Cape Cod Serenity

Oct 25 – Nov 1

ﺩ.ﺇ847 per night

Guest favorite

Home in Yarmouth

4.91 out of 5 average rating, 117 reviews

Two Sisters’ Cape Escape (Sunroom,Large Deck, A/C)

Nov 16 – 23

ﺩ.ﺇ656 per night

Superhost

Home in West Dennis

4.88 out of 5 average rating, 253 reviews

4BR/2BA SunSand&SeaHouse-Work remotely on Cape Cod

Mar 26 – Apr 2

ﺩ.ﺇ1,228 per night

Guest favorite

Home in Dennis

4.84 out of 5 average rating, 180 reviews

Walk to Beach! Cape Cod Comfy Home

Mar 23 – 30

ﺩ.ﺇ1,503 per night

Guest favorite

Home in Yarmouth

4.97 out of 5 average rating, 106 reviews

Renovated, Central Cape Cod Location w/ Peloton!

May 31 – Jun 7

ﺩ.ﺇ2,327 per night

Superhost

Home in Chatham

4.82 out of 5 average rating, 135 reviews

Delightful Chatham Cottage, Cheerful and Clean

May 27 – Jun 3

ﺩ.ﺇ578 per night

Guest favorite

Home in Chatham

4.96 out of 5 average rating, 191 reviews

Studio cottage in Chatham Ma.

Feb 3 – 10

ﺩ.ﺇ631 per night

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Quick stats about vacation rentals in Dennis

Total rentals
1.5K properties
Rentals with dedicated workspaces
480 properties have a dedicated workspace
Rentals with a pool
180 properties have a pool
Pet-friendly rentals
300 properties allow pets
Family-friendly rentals
1.2K properties are a good fit for families
Total number of reviews
39K reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Dennis?
Yes! Work meets play with ease at over 480 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 300 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 $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Dennis vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 180 vacation homes 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 350 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 570 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 30 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 860 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Dennis vacation rentals

Top-rated vacation rentals in Dennis

Vacation rentals for every style

Apartments

Cottages

Houses

Popular amenities for Dennis vacation rentals

Stay near Dennis's top sights

Other great vacation rentals in Dennis

Apartment in Dennis

Cottage in Dennis

Cottage in Yarmouth

Guest suite in Orleans

Cottage in Dennis

Guest suite in Harwich

Townhouse in Dennis

Home in Dennis

Dennis house rentals

Home in Dennis

Home in Brewster

Home in Dennis

Home in Yarmouth Port, Cape Cod

Home in Dennis

Home in Yarmouth

Home in Dennis

Home in Yarmouth Port

Beach house rentals in Dennis

Home in Yarmouth

Home in Dennis

Home in Yarmouth

Home in West Dennis

Home in Dennis

Home in Yarmouth

Home in Chatham

Home in Chatham

Quick stats about vacation rentals in Dennis

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Dennis?

Are there pet-friendly vacation rentals in Dennis?

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

Are there Dennis vacation rentals on Airbnb with pools?

Do house rentals in Dennis have self check-in?

Do house rentals in Dennis have a bbq area?

Do house rentals in Dennis have a gym?

Are there family-friendly house rentals in Dennis?

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