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South Dennis Rentals

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2,386 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

$174

Convenient Location with Centrai Air Short drive to Mayflower Beach

South Dennis house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$265

Life's A Beach

South Dennis house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$301

Charming Cape Cod Cottage

South Dennis house

3 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 3 hours 28 minutes

Price per night from

$318

bayside five bedroom sleeping 10

South Dennis house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$186

Cape Cod Home w/ Patio & Grill - 3 Miles to Beach!

South Dennis house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 6 minutes

Price per night from

$172

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

$171

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

$71

Northside three bedroom with central air conditioning

South Dennis house

3 bedrooms / 1 bathroom / sleeps 6

“Excellent Summer Rental” Perfect rental for a family with children! The owners of the home truly give you all the comforts of home. This was our second summer renting this property and this year we had the pleasure of renting it for 2 weeks.

Price per night from

$114

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

$87

Dog friendly home w/ deck and private gas grill - on the bay side of the Cape!

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 0 minutes

Price per night from

$219

#913: Beautiful Waterfront Retreat with Saltwater Dock!

South Dennis log cabin

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$74

58 Pleasant Street

South Dennis house

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$1,785

Three bedroom home sleeping 8 overlooking Swan Pond

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$171

Bayberry Lane

South Dennis cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$318

Private Dock!

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$357

Great rentals within 20 miles that match your search

Single family Gorgeous remodeled house

Mashpee house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$395

One of a kind , designed like a boat, contemporary

Mashpee house

5 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$316

61 Chase Ave

Dennis Port apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$151

Walk to Ridgevale Beach From Family Friendly Home

West Chatham house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 16 minutes

Price per night from

$494

Spacious Air-Conditioned 3-Bedroom Close to Beach

South Yarmouth house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Price per night from

$223

Wellfleet Ocean Side, 3Br/2Ba, Modern Cape w/Hot Tub, Game Room, Dog Considered

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$247

New listing private beach getaway home

Sagamore Beach house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$411

Beautifully updated beach house w/central air near Seagull Beach

West Yarmouth house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 40 minutes

Price per night from

$247

Stunning water views and quality property in private location

Yarmouth house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$864

Beautiful Brand New Condos Close to Beach

Dennis Port condo

2 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$497

Rock Harbor Getaway

Orleans house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 46 minutes

Price per night from

$266

Classic Cape cottage charm with all new updates and fabulous views

Hyannis house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$751

Charming Beach House

West Dennis house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$659

We verify Covid 19 negative test results. Send to trip advisor before check in.

Centerville cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 13 minutes

Price per night from

$231

Chatham 1 Bedroom Beachfront Old Village

Chatham house

1 bedroom / 1 bathroom / sleeps 2

“Wonderful Little Cottage on Mill Pond” My sister and I just got back from a 2 week stay at this lovely little cottage on Mill Pond. This is a small place - but very tastefully furnished and decorated with a nice layout. The kitchen had everything we needed. We used the BBQ and outdoor dining area several times. The outdoor shower was wonderful! We loved that we were in walking distance to downtown Chatham with all the shops and restaurants (perhaps a little TOO close to the amazing ice cream shop) as well as Lighthouse beach and the Chatham Fish Pier. Mill Pond is perfect for kayaking or paddle boarding. The bike rail trail was not too far. We had a wonderful vacation and the owner was wonderful to deal with.

Price per night from

$289

Seaside Cape Cod Escape Norris Cottage

Hyannis house

2 bedrooms / 1 bathroom / sleeps 6

“Cozy!” Had a great stay in this cozy cottage, the kitchen was a great size and exceptionally well stocked, the beds were really comfortable (my young daughter loved the bunk beds :), in a great location near the beach.

Price per night from

$192

Lake Front Dream House

Centerville house

5 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$1,328

Cliffside Cottage at Surf Side. Just down the street from a great ocean beach.

Wellfleet cottage

3 bedrooms / 1 bathroom / sleeps 6

“Life is Good!” Cliffside allows you to slow down and enjoy the little things that make life special. This was our second stay at Cliffside and we hope there will be many others. We love this cottage. Wonderful kitchen with delightful yellow dishes, comfy beds, cozy decor, lots of light via all the windows and skylights, fireplace for chilly evenings and an extra shower outdoors for sandy toes. Didn't use the available internet and glad there is no tv. Lots of family games and books to enjoy! Great little walk to the beach. The multitude of songbirds in the pines surrounding the cottage will make sure you don't miss the sun rising over the ocean. Location is close to everything on the Cape. Spending time away from Cliffside can be difficult though. A second coffee in the screened in porch makes you want to linger all day. Armand and Lisa make you feel right at home when you arrive and are always happy to recommend local restaurants, provide assistance and ensure your stay is perfect in every way. East coast hospitality at it's very best! If you want to step away from the hurried pace of everyday life, then Cliffside is the place to relax!

Responds fast! avg. 1 hour 21 minutes

Price per night from

$191

Relaxing Eco-Friendly Home Next to Long Pond Beach

Harwich house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 2 minutes

Price per night from

$174

Viewing 38 of 2,386
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
Northside three bedroom with central air conditioning
Great vacation house!

The proximity to points of interest is great. Love the updated decor of the house, too. The owners have really thought of everything. … 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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