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South Dennis Rentals

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1,229 Houses

Home Away From Home

South Dennis cottage

3 bedrooms / 1 bathroom / sleeps 6

“South Dennis House” The house we rented was perfect for my family. My girls were happy they each had their own bed! The house had everything we needed. We enjoyed the short travel time to all of the Dennis area beaches. The owners were very friendly and helpful. We had a wonderful time.

Price per night from

$201

Life's A Beach

South Dennis house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 14 minutes

Price per night from

$458

Quaint Cape Cod Retreat: 4 Mi to Corporation Beach

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$214

bayside five bedroom sleeping 10

South Dennis house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$250

Three bedroom home sleeping 8 on the water's edge of Swan River

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$250

3 bedroom home with fabulous views of Swan River

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$139

Three bedroom home sleeping 9 with private swimming pool

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$250

Three bedroom home with central air conditioning

South Dennis house

3 bedrooms / 1 bathroom / sleeps 6

“Wonderful house” The house was as advertised. Beautiful and clean. Kitchen was updated as was bathrooms. Central air and wi-fi were a huge plus. Nice size deck and large 4 burner gas grill in the yard. Property was central to everything. Close to 134 and 28 but just off the main roads on a dead end which made it nice and quiet. Very close to Patriot Square shopping center which was very convenient. Just a few minutes by car to West Dennis beach. Only drawback would be that there are not 2 full baths (house has 1.5 baths). However, I would definitely stay here again.

Price per night from

$86

3 bedroom home with ac

South Dennis house

3 bedrooms / 1 bathroom / sleeps 7

“Very good experience” This was a last minute rental but very adequate. The house was clean and had everything we needed for the week. Loved the outdoor shower! The only thing missing was WiFi.

Price per night from

$114

#914: Chic Vintage Waterfront Retreat with Saltwater Dock!

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$101

#913: Beautiful Waterfront Retreat with Saltwater Dock!

South Dennis log cabin

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$89

Three bedroom home sleeping 8 overlooking Swan Pond

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$214

Bayberry Lane

South Dennis cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$286

Private Dock!

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$285

Two bedroom with central air located just short drive to Northside Beaches!

South Dennis house

2 bedrooms / 1 bathroom / sleeps 7

Price per night from

$142

NEW! Charming Cape Cottage w/ Patio: 4 Mi to Beach

South Dennis cottage

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$172

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

$233

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

$428

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

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

$857

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

$1,633

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

Viewing 38 of 1,229
rentals in South Dennis

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Top Destination reviews

Home Away From Home
The ULTIMATE home away from home vacation rental!!!

My family and I visited at the end of July and I was really sad about leaving. We had an amazing time exploring the cape. We visited the beaches (Mayflower is a personal favorite). We also took a trip to Provincetown and a ferry ride to Martha’s vineyard. Those two excursions should definitely be on your Cape Cod bucket list as they both offer a variety of entertainment . However, our trip could not have been as perfect and memorable had it not been for our first class accommodation. Richard and Patricia are superb rental owners and they’ve left no stone unturned in insuring their guest are made to feel right at home with all of the necessary comforts. The cottage was neat and clean and had a quaint feel to it. The kitchen was equipped with every modern day appliance and utensil needed for preparing a home cooked meal. I really loved the paintings on the bedrooms walls and the beds were invitingly comfortable, especially after a long day at the beach. I was particularly fond of the window fans as they were adequate in keeping the rooms cool. The backyard was neatly groomed and this maked it very kid friendly. In addition there was a hammock, a six seater table and umbrella set for lounging and a grill with attached utensils if we planned on having a cook out. I can continue to rave on and on about this home but you have to experience it for yourself to truly appreciate all it has to offer. My family can’t wait to return especially my son. Since returning home, he’s requested several times to be taken back to the brown house as he now affectionately describes it.see more
3 bedroom home with ac
Great summer rental for a family

This house was clean, affordable, close to Mayflower Beach and had everything we needed. We would definitely stay here again. … see more
3 bedroom home with fabulous views of Swan River
Nice and roomie

The house is a 3 bedroom, 2 bath with kitchen, dining room, tv room, laundry room and two decks. It has a great view of the Swan river. Nice to air conditioning and working laundry facilities. Two of the bedrooms were surprisingly large with a small sitting room attached. The one bath has a tub with shower, the other bath has an very small shower. Place was clean, everything in working order, location in South Dennis was great, there was a basket of brochures helpful for food/entertainment. Worked with Martha Murray rentals and was very satisfied with the business end (they offered free faxing twice while on vacation). There was wifi at the house. Only items missing were utensils for lobster cracking (one cracker and two pics not enough) and it would be nice to have a couple of beach chairs. see more
bayside five bedroom sleeping 10
Perfect Home for large Families or multiple families

This house is in a quiet neighborhood about 10 minutes to the beach. We especially enjoyed Corporation Beach - perfect for young children. This home is well equipped and tastefully decorated (beachy but not overdone or tacky). The outdoor shower appears newly done and really is handy. This house is spacious and comfy and we really enjoyed our stay - this was our second year there.see more
Three bedroom home with central air conditioning
It's a gem and so are the owners.

This is a great house with a fabulous kitchen in a quiet neighbourhood close to the Cape Cod Rail Trail. The owners were very responsive to a couple of questions/concerns we raised--coming promptly to the house to address all items and even loaning us their personal bicycles for the week. One suggestion: Update the photos of 7 Benjamin Road on the Martha Murray website--they really do not do justice to the sparkling clean, odourless, and comfortable quality of this cottage and the fact that it is now largely carpet-free. Highly recommended! Thanks for the hospitality. John, Johannesee more

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