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East Dennis Rentals

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1,238 Houses

"The Bayside Colonial" with guest area

East Dennis house

6 bedrooms / 5 bathrooms / sleeps 15

Responds fast! avg. 3 hours 17 minutes

Price per night from

$629

Private Brewster Cottage Near Beach & Harbor!

East Dennis cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 19 minutes

Price per night from

$178

"SEAGULLS NEST"

East Dennis house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 17 minutes

Price per night from

$189

Lovely north side home in established year round neighborhood.

East Dennis house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$143

The Outback E Dennis/Brewster 1 bedroom 2 Guests Only 2019 availability

East Dennis cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$201

#814: A Quiet Woodland Setting Within a Few Miles of Walking Trails, Ponds, & Ba

East Dennis house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$160

Great rentals within 20 miles that match your search

Charming Cape Cod Cabin

Eastham house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$234

40 Ploughed Neck Rd

East Sandwich house

4 bedrooms / 3 bathrooms / sleeps 8

“Cape Vacation” We enjoyed our stay very much, but felt property was not as clean as expected. Upstairs bath had not been vacuumed and had long black hair all over it and kitchen floor had not been mopped and was dirty with stickiness in front of refrigerator. Cooking facilities were good, but didn't have enough large bowls for mixing. Patio table needs to be cleaned. House and decor was very nice for property vacation , but should remove dead hanging baskets on front porch. For price of rental, linens or service should be provided

Price per night from

$429

Carpe Diem 4-bedrooms, ocean views

Wellfleet house

4 bedrooms / 2 bathrooms / sleeps 8

“Fabulous family stay!” We are a family of seven. This location and vacation house was perfect in all ways. We set up vollyball on the beach, went for fantastic walks, used the nearby bike paths, visited other beaches, went into town, and swam in the kettle ponds close by. Great times for our family. We will be doing this again next Summer. Loved it!!

Responds fast! avg. 1 hour 22 minutes

Price per night from

$1,062

Beautiful sunsets in Chatham!

Chatham house

4 bedrooms / 3 bathrooms / sleeps 8

“Wonderful vacation home in great location, a cooks delight!!” Our family could not have been happier spending our vacation in the wonderful Chatham home. The kitchen is fully equipped and great room for family to congregate. The sunset on the pond was spectacular and owners were so pleasant to deal with. They were extremely accommodating. Great location for enjoying all cape beaches, hopping on the bike trails and enjoying Downtown Chatham. I would highly recommend!!

Responds fast! avg. 31 minutes

Price per night from

$523

High-end Brewster ,Mass. Bay view town home

Brewster apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$408

CapeCod nrOcean quiet woods ac Sleeps12, dsl

Truro house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 10 minutes

Price per night from

$850

The Cape Cod Cottage with Beach Pass

Eastham cottage

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 44 minutes

Price per night from

$212

Walk to Mayflower Beach!

Dennis house

3 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$539

Minute Walk to Beach and Downtown Harwichport

Harwich Port house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$343

Cape Cod Home w/Ocean View, Walk to beach; 3 baths

South Harwich house

4 bedrooms / 3 bathrooms / sleeps 10

“Wonderful!!!” The house was great. The owner was very easy to deal with and everything was done over the Internet with no problems. Located in beautiful South Harwich with the ocean nearby and the towns of Chatham and Harwichport only minutes away. If you are looking for a great place to have a worry free vacation, I strongly recommend this house

Price per night from

$858

Former Chatham Bed and Breakfast

Chatham b&b

6 bedrooms / 5 bathrooms / sleeps 12

“Classic cape cod experience” Beautiful property well located on the cape non commercial sector. Tastefully appointed overall fantastic.

Price per night from

$637

Unique & Private 3 Bedroom Brewster Home

Brewster house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$327

Chatham - Close to Everything!

Chatham house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 1 hour 9 minutes

Price per night from

$309

Luxury Home - Steps to Sandy Beach

South Yarmouth house

4 bedrooms / 3 bathrooms / sleeps 7

“Lifestyles of the Rich and Famous” Every inch of this beautiful house is impressive beyond words. The kitchen is spectacular. Unbelievable views, and fenced in yard. Great for kids playing. Walk across street to beach. Easy location. This house was "higher end" than our usual summer vacation - and I felt like I was staying in a mansion. Don't miss out on your morning coffee on the deck! The children and teens really loved this spot as well.

Price per night from

$1,634

Hedgebound of Cape Cod

Truro house

8 bedrooms / 6 bathrooms / sleeps 20

Price per night from

$3,258

Timeshare rental Cove at Yarmouth, Cape Cod, MA

West Yarmouth hotel apartment

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$183

Short Stroll To Sea Street Beach In Dennisport

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 4

“Cottage was even cuter than the picture!” We were pleasantly surprised that our little cottage was even cuter than we expected. It was well equipped for our week long stay and so close to the beach. Dennisport had wonderful restaurants-Scargo had a gluten free menu for a perfect birthday dinner. The cottage was a great location to explore other areas of the cape. We took the fast ferry from Hyannis to Nantucket one day. We would definitely like to stay at this cottage nestled in a group of 5 cottages encircled with a little white picket fence again. Thanks for sharing your adorable , freshly updated cottage with us.

Responds fast! avg. 42 minutes

Price per night from

$223

Expansive Cape Get Away - The Grey Whale Awaits!

Cotuit house

7 bedrooms / 5 bathrooms / sleeps 24

Price per night from

$800

Charming Cape Cod Cottage/ Walk to Beach/Canal

Sandwich house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$54

Cape Cod Fun & Sun WIFI Central A/C

Dennis Port cottage

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$221

Ides of Marsh

Chatham cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 0 minutes

Price per night from

$131

Captain's Quarters @ Captain Alexander's Hideaway

West Harwich house

/ 1 bathroom / sleeps 2

Responds fast! avg. 14 minutes

Price per night from

$46

Private Beach. 5 Kayaks. Swimming. Wellfleet Cape Cod.

Wellfleet house

5 bedrooms / 2 bathrooms / sleeps 10

“Wonderful family getaway during unusual times” We had a wonderful vacation and the house was perfect! Howard did everything he could to make us feel comfortable during the unusual “pandemic” summer of 2020, and the house was set up just right —close to beach, kayaks, lots of activities, well-stocked kitchen for cooking, and a big table, comfy couches and lovely decks for us to gather and see each other! We have come up to Wellfleet every year for many years and we were happy to have found such a great one this year!

Responds fast! avg. 1 hour 19 minutes

Price per night from

$572

Two Wing Cottage - escape with family and friends

Harwich Port cottage

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,429

Hardings Beach Chatham Cape Cod

Chatham house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$262

28-2 Greyneck Road Harwich MA

West Harwich condo

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$437

Bayberry Lane

South Dennis cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$286

Captain's Haven

West Chatham cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$200

Quintessential Cape Cod

West Yarmouth house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 20 minutes

Price per night from

$572

Cute cottage short walk to private bay beach!

Eastham cottage

2 bedrooms / 1 bathroom / sleeps 4

“Cozy place by the bay in Eastham” We rented two of the three cottages and had a terrific time walking along the beach, swimming, biking, fishing, picnicking, etc. When it was really hot, we enjoyed coming back to the shade by the cottages. They are very inviting and comfortable. We’ll definitely be back. You can read my other more detailed review.

Responds fast! avg. 31 minutes

Price per night from

$151

Charming cottage short walk to private bay beach!

Eastham cottage

2 bedrooms / 1 bathroom / sleeps 4

“Terrific location at a fair price.” End of lane; very quiet and private. We had lots of space to store 2 kayaks and 3 bikes just be sure to bring a tarp to cover your outdoor toys as there is no storage at the cottage. Nice grassy common unfenced yard was large for the Cape. ROW to beach is short and beautiful as it passes 3 plant zones. Also a short path to Wiley Park which is also beautiful. Our 4 year old loved the walk and the playground. This rental is all about its wonderful location at a fair price for the Cape. Kingsbury Beach has no parking spaces and is a very short walk. Few negatives -- No blankets; the indoor shower head had poor flow (outdoor shower was fine); no blankets-- but the price is right. We were 3 adults and one 1 child and stayed at the "Emily M." cottage. Will likely return again.

Responds fast! avg. 31 minutes

Price per night from

$151

Quiet Cottage short walk to private bay beach!

Eastham cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 31 minutes

Price per night from

$151

Viewing 38 of 1,238
rentals in East Dennis

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