Dog Friendly Vacation Rentals in Dennis - FlipKey

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417 pet friendly houses in Dennis

Glendon Beach Cottage #97 100 yds to the beach

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 8 minutes

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Price per night from

$201

Glendon Beach Cottage #95 100 yds to the beach

Dennis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Long Weekend” Great location to beach and local places to eat and drink. Easy access to the rest of the Cape. Pet friendly was a plus. The only downer was it stated it slept 6 but only room for 4, this made for some unhappy campers

Responds fast! avg. 8 minutes

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Price per night from

$201

Large Great Location Dog Friendly!

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$290

Raised Split Ranch Single House in South Dennis

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$401

Glendon Beach Cottage #93 100 yds to the beach

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Cozy & private by the sea!” My husband & I were looking to stay somewhere quiet & private for our week get-a-way. We were not looking to be entertained, we were looking to relax. This was the right choice for our vacation!. The cottages are nearby each other but separate from each other providing privacy from the neighboring cottages. We stayed in cottage #93 on the end & felt more "secluded" from the driveway/roadway. The beach was a short walk from the cottage - no need to bring the car! There were a number of trips made in the morning to the pretty beach location coffee in hand or a chair, drink & book later in the day. The beach is a rare find during "high season" since there is no fee to use. The cottage itself is small-ish as expected w/2 bedrooms, 1 bathroom, 1 common area for kitchen/living space & a nice size front deck w/a picnic table. Easy enough for simple vacation living. When we arrived, we encountered a couple of issues @ the cottage that were an indication of the previous inhabitants & their negligent & destructive living habits. One call to Jamie and the issues were handled promptly. The Property Management Team came to the property & addressed all concerns immediately! All in all, my husband & I will surely be looking to return to this cottage for another stay - maybe even bring the grandkids next time!

Responds fast! avg. 8 minutes

Match: Pets allowed

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Price per night from

$201

Dennisport delight: 1/2 mile to sandy beach on Nantucket Sound!

Dennis Port house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$332

Fully Renovated Walk to Scargo Lake!

Dennis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

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$177

400 Yards to the Beach! Dogs Welcome!

Dennis Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$186

111 Glendon Road Unit 5

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 8 minutes

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Price per night from

$229

Waterfront Fun Dogs Welcome!

West Dennis house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

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Price per night from

$384

Multi-Dwelling 1 Mile to Nantucket Sound

Dennis Port house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 11

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Price per night from

$252

On the Bayside of Dennis w/ Ping Pong!

Dennis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$120

Straight Down to Inman Rd Beach!

Dennis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$137

Sunroom, Spacious Deck, 8 Mins to Mayflower Beach!

East Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$198

Water Views, Access to Grand Cove!

West Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$183

Willows Cottage West (1)

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 8 minutes

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$229

Antique Dennis getaway with firepit & EV charger, Dog friendly!

Dennis Port house

  • 5 bedrooms
  • 1 bathroom
  • sleeps 11

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$210

Spacious Yard Large Patio & Dogs Welcome!

Dennis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$138

2 Mi to Mayflower Beach, Fire pit, & AC!

Dennis house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$238

Willows Cottage East (2)

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 8 minutes

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Price per night from

$229

Walk to Beach at Historic Sears Kit Home!

Dennis Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$185

Willows Studio Cottage

Dennis Port studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 8 minutes

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Price per night from

$201

Willows Main House

Dennis Port house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 8 minutes

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Price per night from

$401

Classic Home close to Ponds Dog Welcome!

East Dennis house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Pets allowed

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Price per night from

$150

Great rentals within 20 miles that match your search

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Price per night from

$395

Chatham Beach Chic 5⭐ -5 min Walk to Beach! Cape Escape Hear the waves at Night!

South Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Pets allowed

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Price per night from

$395

14 Town Neck

Sandwich cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$150

244 Phillips Rd

Sagamore Beach cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Pets allowed

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Price per night from

$170

Connors Cottage

West Hyannisport house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Pets allowed

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Price per night from

$201

Luxurious & Spacious Waterfront Home on Swimmable Private Beach. Pet OK.

Barnstable house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,309

58 Carman Ave

Sandwich house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$240

Sunset View Cottage

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Charming isolation getaway” What a wonderful stay we had at the Sunset View Cottage. The cottage is charming, rustic, and comes with all the basic necessities. There’s a screened in sitting area with a twin bed for those that like sleeping in the cool night breeze. We loved the pond, the boat, the kayak and the raft. The dock was a wonderful place to have breakfast; and it was also where we saw the Neowise comet and a few shooting stars! The pond itself is a gem because it offers very shallow waters for those learning to swim or dogs who like to fish, and deeper waters for jumping off the raft, floating around or swimming. Just to manage expectations, this is not a location for people who don’t like rustic accommodations or are afraid of bugs. It is a non-insulated cottage right near a pond surrounded by trees. It has comfortable beds, fans, screens, running hot water, a hammock, strong internet, a gas grill, and an outdoor shower. This suited our needs and made us extremely happy. In addition Christine and her family made us feel very welcome there & even pointed out the wild blueberries that we enjoyed picking. So grateful that they are open to sharing a slice of their heaven with us! We will surely be back.

Match: Pets allowed

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Price per night from

$328

5 Captain Crocker

East Sandwich cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$857

343 Phillips Rd

Sagamore Beach cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

“Beautiful ocean front cottage” Just a small walk to a private beach. You do not have to sit in hours of traffic to go over the bridge to enjoy being at the cape.

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$270

169 North Shore Blvd

East Sandwich cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Great location with beach just over the sand dune.” Quaint cottage on the beach. Great location and easy to get to without alot of traffic delays. Cottage is full of old family antiques with lots of area to sit and relax. Some furniture lacked some comfort but you are there for the beach. Don't expect a condo, it is more like visiting your Grandparents house at the beach. For location and sized for 6 people a good value overall. We will return.

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Price per night from

$350

93 Phillips Rd

Sagamore Beach house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

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Price per night from

$357

115 North Shore Blvd

East Sandwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Good place for families” Very nice place, great beachfront and waterside deck. Good spot for families, if the kids are not too little. (The lack of railings on the deck might be a worry for very small kids.) Centrally located if you want to take day trips to Martha's Vineyard, Plymouth, Boston and the outer Cape like we did. The house is showing some minor signs of wear and tear as a rental. For the extra $50 or $100 it might add to the rent, I'd prefer to have it professionally cleaned between visits rather than relying on the guests to do it. (I don't mind cleaning up after myself, but you can't rely on the previous guests to meet any kind of standard.) It would have been nice to have an empty cupboard for our week's groceries. Instead, the cupboards were full of packaged foods left behind and way more dishes and glasses than you could ever need. All minor complaints meant mainly for management company and owner to consider.

Match: Pets allowed

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Price per night from

$420

95 Salt Marsh Rd

Sandwich cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“always wonderful” i always have a good time there, i have been going every august for over 10 yrs...cant beat that beach...private quiet...we are often the only people on the beach!!! as far as the cottage, im recommending a new fridge, and a new futon, i know how old these are!!! but wonderful value, as most other cottages on the beach are 2000 and up. cant wait till next time!!!

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Price per night from

$340

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