Dennis vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Dennis

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

Guest favorite

Place to stay in Wellfleet

4.98 out of 5 average rating, 163 reviews

WoodsideTiny House near Wellfleet Bay

Our tiny house tucked under trees is the perfect getaway. Walk past our orchard to get to your "Romantic Hideaway". This special rental has a private, sunny deck, a Nordic shower, stained glass windows and a library of books/vinyls. Set back from a quiet road on our property, this little gem is walking distance to Wellfleet's center, harbor & many restaurants, & just minutes drive from National Seashore beaches & ponds. A fun time in bustling Provincetown awaits you only 15 miles down the road!

Apr 30 – May 7

€ 175 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, bike, or fish on cape cod canal nearby. Close proximity to local restaurants, hiking trails and Golf Courses. Cape Cod Bridge 2 min away. 20% off wk!

Dec 28 – Jan 4

€ 149 per night
Guest favorite

Cottage in Dennis

4.94 out of 5 average rating, 213 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

Nov 20 – 27

€ 197 per night

Popular amenities for Dennis vacation rentals

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

Dennis beach vacation rentals

Guest favorite

Tiny home in S. Yarmouth

4.87 out of 5 average rating, 535 reviews

Romantic Cottage w/ Bikes, Paddle Boards & Kayaks

Apr 29 – May 6

€ 204 per night
Guest favorite

Cottage in Dennis

4.95 out of 5 average rating, 191 reviews

The Strandloper / Beachwalker Cottage

Dec 13 – 20

€ 229 per night
Guest favorite

Home in Dennis

4.92 out of 5 average rating, 167 reviews

SUMMERS OFF CAPE HOUSE

Dec 10 – 17

€ 207 per night
Guest favorite

Tiny home in Dennis Port

4.81 out of 5 average rating, 433 reviews

★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes

May 15 – 22

€ 193 per night
Guest favorite

Home in Dennis

4.94 out of 5 average rating, 269 reviews

Cape Cod Cottage by the Bay!

Apr 2 – 9

€ 381 per night
Guest favorite

Guest suite in Yarmouth

4.85 out of 5 average rating, 249 reviews

Old Cape Cottage

May 2 – 9

€ 157 per night
Guest favorite

Cottage in Dennis

4.94 out of 5 average rating, 101 reviews

Steps to the Beach Kid Friendly

May 29 – Jun 5

€ 397 per night
Guest favorite

Home in Dennis

4.97 out of 5 average rating, 123 reviews

Cape Cod Gathering Place-Stylish & Fully Renovated

Jan 11 – 18

€ 656 per night
Guest favorite

Home in Dennis

4.93 out of 5 average rating, 147 reviews

7 Bedroom Beach House. Private Beach. Sleeps 19

Feb 20 – 27

€ 656 per night
Guest favorite

Cottage in Yarmouth

4.95 out of 5 average rating, 177 reviews

Cozy Coastal Cottage With Sprawling Sea Views

Oct 12 – 19

€ 211 per night
Guest favorite

Home in Dennis

4.83 out of 5 average rating, 207 reviews

West Dennis Beach Retreat

Dec 24 – 31

€ 263 per night
Superhost

Home in Chatham

4.82 out of 5 average rating, 134 reviews

Delightful Chatham Cottage, Cheerful and Clean

Apr 14 – 21

€ 137 per night

Dennis house rentals

Guest favorite

Home in Dennis

4.95 out of 5 average rating, 148 reviews

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

Feb 21 – 28

€ 304 per night
Guest favorite

Home in Brewster

4.95 out of 5 average rating, 137 reviews

Brewster Home on Lower Mill Pond

Feb 25 – Mar 4

€ 189 per night
Guest favorite

Home in Yarmouth Port, Cape Cod

4.99 out of 5 average rating, 309 reviews

Fabulous Waterfront! 3bdrm/2bth Kayaks & Firepit

Jan 9 – 16

€ 891 per night
Superhost

Home in Dennis

4.87 out of 5 average rating, 453 reviews

Beachfront Cottage on White Pond (Marshmallow)

Feb 10 – 17

€ 339 per night
Guest favorite

Home in Yarmouth

5.0 out of 5 average rating, 203 reviews

The Pearl: 3 Bedroom 500 steps to Englewood Beach!

Nov 28 – Dec 5

€ 205 per night
Superhost

Home in Dennis

4.79 out of 5 average rating, 134 reviews

Walk2Beach, HotTub, FirePit, PetsOk

Nov 10 – 17

€ 499 per night
Guest favorite

Home in Yarmouth Port

4.99 out of 5 average rating, 100 reviews

Historic Cape Retreat near Bike & Botanical Trail

May 3 – 10

€ 380 per night
Guest favorite

Home in Dennis

4.98 out of 5 average rating, 247 reviews

Shirley's Place - Pet Friendly Sleeps Six!

Oct 17 – 24

€ 250 per night
Guest favorite

Home in Yarmouth

5.0 out of 5 average rating, 242 reviews

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Dec 19 – 26

€ 641 per night
Guest favorite

Home in Dennis

4.84 out of 5 average rating, 180 reviews

Walk to Beach! Cape Cod Comfy Home

Feb 23 – Mar 2

€ 465 per night
Superhost

Home in Dennis

4.78 out of 5 average rating, 107 reviews

Charming home in Dennis, Cape Cod

Jun 12 – 19

€ 313 per night
Guest favorite

Home in Harwich

4.98 out of 5 average rating, 494 reviews

cape cod riverview cottage

Aug 30 – Sep 6

€ 621 per night

Beach house rentals in Dennis

Superhost

Home in West Dennis

4.88 out of 5 average rating, 252 reviews

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

Feb 2 – 9

€ 363 per night
Guest favorite

Home in Brewster

4.92 out of 5 average rating, 134 reviews

Cozy Cape Cabin - just minutes to Cape Cod Bay!

Apr 25 – May 2

€ 209 per night
Guest favorite

Home in Chatham

4.96 out of 5 average rating, 189 reviews

Studio cottage in Chatham Ma.

Nov 23 – 30

€ 197 per night
Superhost

Home in Yarmouth

4.87 out of 5 average rating, 141 reviews

Walk to the beach - Swiss Beach House!

Oct 24 – 31

€ 602 per night
Superhost

Home in Plymouth

4.88 out of 5 average rating, 144 reviews

OCEANFRONT Home on secluded beach.

May 22 – 29

€ 462 per night
Guest favorite

Home in Yarmouth

4.97 out of 5 average rating, 106 reviews

Renovated, Central Cape Cod Location w/ Peloton!

Feb 26 – Mar 5

€ 565 per night
Superhost

Home in Brewster

4.92 out of 5 average rating, 237 reviews

Privacy with Cape Cod charm

Feb 28 – Mar 7

€ 276 per night
Guest favorite

Home in Dennis

5.0 out of 5 average rating, 10 reviews

Sea Breeze Bungalow

Sep 18 – 25

€ 331 per night
Guest favorite

Home in West Dennis

4.91 out of 5 average rating, 94 reviews

Adorable Cottage - Walk to the Beach - Sleeps 6

Apr 14 – 21

€ 226 per night
Guest favorite

Home in Dennis

4.94 out of 5 average rating, 32 reviews

Studio vacation home with pool! Walk to the beach!

May 19 – 26

€ 229 per night
Guest favorite

Home in Dennis

4.94 out of 5 average rating, 32 reviews

Cape Escape

Nov 1 – 8

€ 310 per night
Guest favorite

Home in Yarmouth

4.92 out of 5 average rating, 83 reviews

2 BR/1BA Cape Getaway (Close to Beach!)

Jan 11 – 18

€ 173 per night

Quick stats about vacation rentals in Dennis

Total rentals

1.4K properties

Rentals with dedicated workspaces

460 properties have a dedicated workspace

Rentals with a pool

160 properties have a pool

Pet-friendly rentals

280 properties allow pets

Family-friendly rentals

1.1K 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 460 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 280 vacation rentals for guests traveling with pets.

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

    Experience the best of Dennis with our private suite 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.

  • 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 560 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 Dennis house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 house rentals with pools in Dennis, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Dennis?

    Dennis has more than 830 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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