Dennis Port vacation rentals

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Top-rated vacation rentals in Dennis Port

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

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

Welcome to SAND PEBBLE COTTAGE! We are PET FRIENDLY! This 300sq.ft "TINY HOUSE" is 0.4 mi from the ocean beach & 1/2 mi from 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 counters ✅ Combo W/D unit ✅ TV ✅ Deck w/furniture & charcoal BBQ ✅ Parking-2 cars ✅ Separate bedroom ✅ Full A/C ✅ Bring your sheets/towels-we do not provide linens ✅ Pet friendly-only 1 pet as the cottage is tiny $20/nt

May 15 – 22

$146 per night
Guest favorite

Cottage in Dennis

4.94 out of 5 average rating, 101 reviews

Steps to the Beach Kid Friendly

Sip your coffee on the patio or at the water with the sandpipers , spend some family time at the swings, making sandcastles or swimming in the warmer waters of Nantucket sound. It's all just footsteps from your door! Nip back to the cottage to cool off before heading out to enjoy the local attractions. You’ll also be just 3 miles from the bike trail! Return for a blissful end to your day watching a beautiful Cape Cod beach sunset and enjoying the starry sky. *Positive reviews required please

May 29 – Jun 5

$302 per night
Guest favorite

Cottage in Dennis

4.95 out of 5 average rating, 191 reviews

The Strandloper / Beachwalker Cottage

This very clean and spacious 1 bedroom cottage has AC, is within walking distance to two public Nantucket Sound Beaches and is centrally located on Cape Cod. The vaulted ceilings and ample array of windows gives off natural light and a sense of space. FYI The cottage's name, The Strandloper, the Beachwalker, is a member of an extinct tribe of Khoikhoi Bushmen who lived on seafood gathered along the beaches of Southern Africa. Walking beaches is just as special today as it was a millennium ago.

Dec 13 – 20

$175 per night

Popular amenities for Dennis Port vacation rentals

Stay near Dennis Port's top sights

Kream 'n Kone58 locals recommend
Sundae School Ice Cream112 locals recommend
Cuffy's32 locals recommend
Clancy's Restaurant33 locals recommend
The Oyster Company47 locals recommend
The Ocean House Restaurant161 locals recommend

Dennis Port beachfront vacation rentals

Guest favorite

Cottage in Dennis

4.97 out of 5 average rating, 211 reviews

3 Redwing Place- walk to beach and tennis!

Sep 9 – 16

$179 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

$161 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

$500 per night
Superhost

Cottage in Dennis

4.88 out of 5 average rating, 344 reviews

Waterfront Cottage on White Pond(Graham Cracker)

Oct 16 – 23

$175 per night
Guest favorite

Cottage in Dennis

4.89 out of 5 average rating, 170 reviews

West Dennis Beauty

Oct 27 – Nov 3

$246 per night
Guest favorite

Cottage in Yarmouth

4.99 out of 5 average rating, 169 reviews

SerenityViews | Waterfront | King | Firepit Kayak

Feb 5 – 12

$346 per night
Guest favorite

Tiny home in Wellfleet

4.98 out of 5 average rating, 226 reviews

Writer's Cabin in Woods near Wellfleet Bay

Sep 15 – 22

$158 per night
Guest favorite

Cottage in Chatham

4.96 out of 5 average rating, 213 reviews

Cozy Cottage

Apr 16 – 23

$203 per night
Guest favorite

Cottage in Yarmouth

4.98 out of 5 average rating, 246 reviews

Amazing WATERFRONT with Wood Fireplace! 4bdrm/2bth

Feb 26 – Mar 5

$750 per night
Guest favorite

Cottage in Plymouth

4.96 out of 5 average rating, 160 reviews

Stunning ocean views, stairs down to the beach

Feb 13 – 20

$420 per night
Guest favorite

Cottage in Sandwich

4.95 out of 5 average rating, 155 reviews

Waterfront Lake Cottage, Private Beach, Wow View!

Jan 9 – 16

$336 per night
Guest favorite

Guest suite in Hyannis

5.0 out of 5 average rating, 137 reviews

600 ft Walk to Ocean! Luxurious Renovated Cottage!

May 6 – 13

$273 per night

Dennis Port cottage rentals

Superhost

Cottage in Dennis

4.82 out of 5 average rating, 114 reviews

Adorable Cottage! Wlk 2 Beach! Cntrl AC! Fire Pit!

Oct 13 – 20

$207 per night
Guest favorite

Cottage in Dennis Port

4.95 out of 5 average rating, 133 reviews

Escape to the Cape

Jul 27 – Aug 3

$240 per night
Guest favorite

Cottage in Eastham

4.9 out of 5 average rating, 342 reviews

Barn Cottage on Minister Pond

Sep 29 – Oct 6

$125 per night
Guest favorite

Cottage in Harwichport

4.93 out of 5 average rating, 290 reviews

Newly renovated Cape Coddage! Location! Location!

Feb 12 – 19

$500 per night
Guest favorite

Cottage in Eastham

4.91 out of 5 average rating, 188 reviews

Classic Cape Cod Cottage

Oct 24 – 31

$140 per night
Guest favorite

Cottage in Dennis

4.93 out of 5 average rating, 192 reviews

Walk to beach - Three bdrm cottage

Dec 25 – Jan 1

$264 per night
Guest favorite

Cottage in Yarmouth

4.92 out of 5 average rating, 403 reviews

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

May 25 – Jun 1

$214 per night
Guest favorite

Cottage in Yarmouth

4.99 out of 5 average rating, 135 reviews

LUXHOME★Walk2Beach★Firepit★PetOK★Kingbed

Apr 27 – May 4

$299 per night
Guest favorite

Cottage in Yarmouth

4.9 out of 5 average rating, 119 reviews

Cottage near shopping, dining & summer attractions

May 1 – 8

$132 per night
Guest favorite

Cottage in Plymouth

4.93 out of 5 average rating, 222 reviews

Ocean View Cottage

Dec 16 – 21

$150 per night
Guest favorite

Cottage in Chatham

4.94 out of 5 average rating, 142 reviews

Cape Cod Classic Cottage Near Forest Beach

Nov 23 – 30

$300 per night
Guest favorite

Cottage in Harwich

4.9 out of 5 average rating, 134 reviews

"Coaster" Village Location!

Sep 18 – 25

$204 per night

Dennis Port house rentals

Guest favorite

Home in Dennis

4.97 out of 5 average rating, 123 reviews

Cape Cod Gathering Place-Stylish & Fully Renovated

Jan 11 – 18

$515 per night
Superhost

Home in Chatham

4.82 out of 5 average rating, 134 reviews

Delightful Chatham Cottage, Cheerful and Clean

Apr 14 – 21

$103 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

$186 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

$353 per night
Superhost

Home in Dennis

4.79 out of 5 average rating, 134 reviews

Walk2Beach, HotTub, FirePit, PetsOk

Nov 10 – 17

$337 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

$295 per night
Guest favorite

Home in Harwich

4.98 out of 5 average rating, 494 reviews

cape cod riverview cottage

Aug 30 – Sep 6

$500 per night
Superhost

Home in Dennis

4.84 out of 5 average rating, 134 reviews

Cozy Centrally Located 3BR Cottage

Apr 7 – 14

$200 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

$145 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

$500 per night
Guest favorite

Home in Chatham

4.96 out of 5 average rating, 189 reviews

Studio cottage in Chatham Ma.

Nov 23 – 30

$149 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

$145 per night

Quick stats about vacation rentals in Dennis Port

Total rentals

450 properties

Rentals with a pool

70 properties have a pool

Pet-friendly rentals

70 properties allow pets

Family-friendly rentals

330 properties are a good fit for families

Total number of reviews

11K reviews

Nightly prices starting at

$10 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Barnstable County
  5. Dennis
  6. Dennis Port