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Compare 2674 Vacation Homes in South Dennis with updated reviews, rates, and availability.

Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub
Exterior

Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub

10.0 out of 10, Exceptional, (141)
"My husband, dogs, and I stayed for a long weekend in Oct 2024 so we could do hiking trips with out a long commute from our home on upper Cape. It was an ideal location to go to Race Point Beach, Nauset Beach, and Chatham. The property was immaculate, pictures shown absolutely represent the charm of the property. Lots of little extras like a bag of dog treats, bottles of water, kcups, etc. They even had towels & blankets for dogs. Bathrobes to use the jacuzzi. We used the jacuzzi out last...
Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub
Charming Home Close to Everything. Discounts for the fall and winter
Outdoor dining

Charming Home Close to Everything. Discounts for the fall and winter

10.0 out of 10, Exceptional, (193)
"What a wonderful experience. The house was everything and more than we expected and super clean. Great location, great hosts and they even gave us beautiful weather !!"
Charming Home Close to Everything. Discounts for the fall and winter
Private suite upstairs: bedroom, office, TV room, bathroom & a large deck.
Tv/media-room.

Private suite upstairs: bedroom, office, TV room, bathroom & a large deck.

10.0 out of 10, Exceptional, (24)
"Nice upper suite. Clean rooms. It was nice that linens were provided. It had a small mini fridge and small microwave stacked on a table. A table to sit at would have been nice. 2 small mugs and 2 plastic wine glasses were supplied as well. I stayed for 6 nights so I just kept rinsing out my mug. 2 separate AC units provided comfortable temperature. Nice quiet area. The deck was nice. It was wet from condensation in the morning and then hot in afternoon with full sun so I didn’t use it. ...
Private suite upstairs: bedroom, office, TV room, bathroom & a large deck.
2 Mi to South Cape Beach State Park: Home w/ Yard!
Mashpee Vacation Rental | 2BR | 2BA | 1,270 Sq Ft | Step-Free Access

2 Mi to South Cape Beach State Park: Home w/ Yard!

10.0 out of 10, Exceptional, (7)
"We will forever cherish our time at Mashie Circle! Perfect place for family, pool time and relaxation! Close to the beach, restaurants, shopping and lots of beautiful scenery."
2 Mi to South Cape Beach State Park: Home w/ Yard!
Harwich Retreat, Private Pool, Beach nearby, Family Home
Retreat at your Vacation Cape Cod Home

Harwich Retreat, Private Pool, Beach nearby, Family Home

9.4 out of 10, Exceptional, (10)
"Good house for family "
Harwich Retreat, Private Pool, Beach nearby, Family Home
Oceanfront Home with Deck + Cape Cod Bay views!
The wrap-around deck is perfect for relaxing to the sound of the waves and watching the beautiful ocean.

Oceanfront Home with Deck + Cape Cod Bay views!

9.6 out of 10, Exceptional, (27)
"Great location"
Oceanfront Home with Deck + Cape Cod Bay views!
Affordable Cape Cod Get Away!
Interior

Affordable Cape Cod Get Away!

8.8 out of 10, Excellent, (19)
"Girls long weekend - this place was perfect for us. Typical older Cape cottage walking distance to the bay. Big table inside and another big table outside on the shady deck. Easily sat the 7 of us for meals and games. Roomy bedrooms, good beds (although best to bring your own pillow). Nothing fancy, but we found the place comfortable and serviceable. Good internet (no TV but we'd never use it anyway). Plenty of parking. Walking distance to the Landing. Centrally located for beaching and...
Affordable Cape Cod Get Away!
STEP DIRECTLY ONTO YOUR PRIVATE MAUSHOP VILLAGE BEACH AT THIS SEASIDE TOWNHOME
Property grounds

STEP DIRECTLY ONTO YOUR PRIVATE MAUSHOP VILLAGE BEACH AT THIS SEASIDE TOWNHOME

2.0 star property
10.0 out of 10, Exceptional, (4)
"What a fun time for my whole family! This charming beach cottage is beach themed decorated and so classy. The host was very friendly and got back to us immediately when we had questions. It was so easy and relaxing to have everything in one place (beach is literally steps away). My teenagers had just as much fun as my little kids. Had wine on the balcony of the master bedroom with my wife --with an amazing view of the ocean--this place is a homerun. Cant wait to return!"
STEP DIRECTLY ONTO YOUR PRIVATE MAUSHOP VILLAGE BEACH AT THIS SEASIDE TOWNHOME
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

8.0 out of 10, Very Good, (64)
"Wonderful off season vacation home with a fabulous view of the river. Avoid going in the summer as there is no upstairs air conditioning .and all the glass"
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

9.6 out of 10, Exceptional, (86)
"Wonderful, restful time in this nice, clean home. "
The price is SAR 346
SAR 1,565 total
includes taxes & fees
19 Dec - 20 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Relaxing Retreat with Firepit & Outdoor Shower - Near Atlantic & Cape Cod Bay

Relaxing Retreat with Firepit & Outdoor Shower - Near Atlantic & Cape Cod Bay

8.8 out of 10, Excellent, (64)
"We truly enjoyed our time at the Cape. The house was clean, nicely decorated and well equipped with new kitchen appliances. In a nice neighborhood. Only a few issues. Clothes dryer did not work. Upstairs toilet flushing mechanism was tricky. And downstairs dehumidifier had no instructions and would have overflowed had we not discovered that it drained into a closet. We tried reached out to manager and owner but heard nothing. But those things didn’t affect our trip much. Just caused some...
Relaxing Retreat with Firepit & Outdoor Shower - Near Atlantic & Cape Cod Bay
Your Oasis Awaits
Exterior

Your Oasis Awaits

9.8 out of 10, Exceptional, (38)
"This is a lovely property near Mashpee. It is very close to the beach and part of a larger resort community. Very convenient to other areas (most of the Cape is within an hour's drive--Ptown slightly longer). Extremely quiet and comfortable. Lovely outdoor seating area. Very cozy. "
Your Oasis Awaits
Petite beach home overlooking Follins Pond w/ central A/C and private gas grill

Petite beach home overlooking Follins Pond w/ central A/C and private gas grill

8.6 out of 10, Excellent, (11)
"We liked the privacy of this small house near the pond (it may not be the best for swimming, but perfect for kayaking and for the views). Outdoor shower, the kayak, clean comfortable bedding, and Vacasa's responsiveness to our questions were high positives. The interior is rather very outdated, but if you expect a cabin - not a luxurious mansion, you won't be disappointed "
Petite beach home overlooking Follins Pond w/ central A/C and private gas grill
Oakwood Trail Cottage | Eastham home on Cape Cod Rail Trail with great deck

Oakwood Trail Cottage | Eastham home on Cape Cod Rail Trail with great deck

8.0 out of 10, Very Good, (5)
"The place was not good the plumbing did work on the second floor. It smelled like pee and someone had left the AC unit in the tub."
Oakwood Trail Cottage | Eastham home on Cape Cod Rail Trail with great deck
Cape home with fenced backyard, grill & AC - short walk to beach

Cape home with fenced backyard, grill & AC - short walk to beach

8.6 out of 10, Excellent, (26)
"It wad only 5 days and 4 nught..but even tho the house was cleaned and emptied by 2 we vould not enter because it was too early...and yet we had to be out by 10am on our ladt day..so really only had 3 days at cottage though charged for 5..the shades are not blavk our so youre up at 5am..and onlt the upper part of the beach umbrella was there"
Cape home with fenced backyard, grill & AC - short walk to beach
Welcoming home with deck, enclosed yard, outdoor shower, and washer/dryer

Welcoming home with deck, enclosed yard, outdoor shower, and washer/dryer

9.8 out of 10, Exceptional, (14)
"The property was very clean, well stocked & centrally located. 1.5 baths was really great for two couples, we each had our own bathroom .Beds were comfortable. Great stay!"
Welcoming home with deck, enclosed yard, outdoor shower, and washer/dryer
Darling Cape Cottage - Steps from Downtown Harwich Port

Darling Cape Cottage - Steps from Downtown Harwich Port

10.0 out of 10, Exceptional, (52)
"Immaculate home with Cape Cod charm! Fabulous location. Excellent communication with Michael. Quick response to questions. Would absolutely stay again."
Darling Cape Cottage - Steps from Downtown Harwich Port
Family friendly home, walk to beach, central AC
Exterior

Family friendly home, walk to beach, central AC

9.8 out of 10, Exceptional, (8)
"Susan, the owner, is wonderful and responsive Thank you for the stay!"
Family friendly home, walk to beach, central AC
Dreamy Duplex Near Beach with Spacious Patio, Grill, & Outdoor Shower

Dreamy Duplex Near Beach with Spacious Patio, Grill, & Outdoor Shower

9.6 out of 10, Exceptional, (37)
"Right next to the beach, which is handy if you plan to walk to the beach and dislike Orleans lack of sidewalks — downside is traffic in front of the property. The property itself is small and very compact. We reserved it for more people than actually ended up coming, so one bathroom and very confined dining space didn’t matter all that muc."
Dreamy Duplex Near Beach with Spacious Patio, Grill, & Outdoor Shower
The Barn at Hardings Beach
Pool

The Barn at Hardings Beach

10.0 out of 10, Exceptional, (3)
"This property is 100% worth it. 10/10 would definitely stay again."
The Barn at Hardings Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in South Dennis

Quiet Northside Beach House -Come Stay For The Holidays.
Exterior

Quiet Northside Beach House -Come Stay For The Holidays.

9.8 out of 10, Exceptional, (23)
"The home is maintained beautifully with lovely grounds. The extra room does have a door so works as a third bedroom. "
Quiet Northside Beach House -Come Stay For The Holidays.
The Club at New Seabury
Outdoor pool

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (307)
"Perfect little cottage!"
The price is SAR 589
SAR 674 total
includes taxes & fees
26 Dec - 27 Dec
The Club at New Seabury
Edgewater Beach Resort, a VRI resort
Courtyard

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (255)
"We loved our stay! The 1 bedroom was very clean fully equipped with everything we needed. All the extras like soap for dishes , dishwasher towels for the pool. Pool area very clean beautiful grounds. Friendly staff. "
Edgewater Beach Resort, a VRI resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.