Dennis Vacation Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Dennis Vacation Homes

FALL DISCOUNT- Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
10.0 out of 10, Exceptional, (3)
"My family and I had a great stay at this property. Everything was as listed and very clean and comfortable. The host was prompt with communication both prior to and during our stay. I would stay here again and highly recommend this property. "
The price is CA $210
CA $1,006 total
includes taxes & fees
Dec 3 - Dec 4
FALL DISCOUNT- Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
4BR Ocean Timberland - Osterville w/ private pool
10.0 out of 10, Exceptional, (10)
"The pool was nice Although the weather was not Very nice layout Had a great time "
4BR Ocean Timberland - Osterville w/ private pool
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
10.0 out of 10, Exceptional, (150)
"Perfect for our stay, comfortable beds, well stocked kitchen very clean, easy to communicate with owner, nice that it is pet friendly"
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Cozy Cape home with outdoor shower and deck - minutes to beach
9.8 out of 10, Exceptional, (60)
"House was perfect. Wonderful location. Enjoyed stay so much."
Cozy Cape home with outdoor shower and deck - minutes to beach
Heart of Brewster .5 Miles to Beach!
10.0 out of 10, Exceptional, (10)
"The house was very nice and well stocked. Would like the check in earlier, but other than that the house and area were very enjoyable."
Heart of Brewster .5 Miles to Beach!
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
10.0 out of 10, Exceptional, (78)
"Stayed for a long weekend with my husband and our doodle. The home was spotless from top to bottom but had warm personal touches that made it feel very hospitable. Aruna is a lovely host and we will definitely be back again. Thank you!"
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Oceanfront Home with Deck + Cape Cod Bay views!
9.6 out of 10, Exceptional, (26)
"Great place! Beautiful view! Close to sights. Very responsive to questions. Check in process took a bit because the first two codes didn’t work. Third code to key lockbox worked. Very comfortable beds. Everything that we needed for cooking was provided! "
Oceanfront Home with Deck + Cape Cod Bay views!
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.
Spacious cape house near Craigville Beach, downtown Centerville, Hyannis & more!
9.6 out of 10, Exceptional, (15)
"A group of friends and I had a lovely long weekend stay here. The yard is so big and perfect for games and relaxing, and the house is close to several beaches, mini golf, restaurants, ice cream, etc. The layout is kind of weird, but we had plenty of space for everything. Would stay here again!"
Spacious cape house near Craigville Beach, downtown Centerville, Hyannis & more!
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
9.0 out of 10, Wonderful, (43)
"Very private. Close to food, and a sandy beach in Barnstable that was good for a young child. Heritage Museum close with a carousel and great walking. "
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
8.4 out of 10, Very good, (32)
"great, cozy"
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Pristine bungalow with amazing walkable location - fast WiFi, firepit, & grill
8.2 out of 10, Very good, (25)
"This location was quiet, clean and was exactly what we wanted."
Pristine bungalow with amazing walkable location - fast WiFi, firepit, & grill
Immaculate Cape Cod Family Retreat- minutes from Ponds, Lakes, and Ocean!
10.0 out of 10, Exceptional, (41)
"The house was beautifully clean and well equipped . The central location meant we could fully explore all areas , and enjoy the local hospitality. I would highly recommend this property and its host to friends and family .its a 10 out of 10 from us."
Immaculate Cape Cod Family Retreat- minutes from Ponds, Lakes, and Ocean!
✸Private Sandy Beach✸ Nantucket Sound-2 Min Walk! Kayak & SUP, Near Harbor &Town
10.0 out of 10, Exceptional, (80)
"This house and location was beyond our expectations! Beautifully furnished, comfortable and well stocked with anything you would need or want for a perfect vacation. Would love to come back! "
✸Private Sandy Beach✸ Nantucket Sound-2 Min Walk! Kayak & SUP, Near Harbor &Town
Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B
10.0 out of 10, Exceptional, (17)
"This was a beautiful property. The grounds are amazing and the house is large but very inviting. We enjoyed our stay so much! I highly recommend this house to anyone looking to stay on Cape Cod needing a home for a large group. "
Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B
Walk to bike trail, sleeps 6 w/ 2 kings! AC, nearby bay and ocean beaches
10.0 out of 10, Exceptional, (36)
"We just returned from a week long vacation at Bayberry Trails and it was fantastic! The house is conveniently located to everything- bike trails, beaches, restaurants, mini golf, theater and more. The house is beautifully decorated, clean and has everything you need for a stay. Mel and Rich are wonderful hosts. So easy to communicate with, very responsive and great with recommendations! We have stayed at other houses at the Cape over the years and this is one we will surely come back to!"
Walk to bike trail, sleeps 6 w/ 2 kings! AC, nearby bay and ocean beaches
Panoramic Water Views w/ Private Beach!
9.6 out of 10, Exceptional, (4)
"Great location. Fantastic views. We hope to return soon!"
Panoramic Water Views w/ Private Beach!
5BR Comfortable, Spacious South Yarmouth Family Retreat
9.2 out of 10, Wonderful, (10)
"Wow ! We were very impressed with the style and elegance of the house. From the outside, there is no way for you to tell how fancy and spacious the house really is. The living area is very comfortable with PLENTY of seating, the open kitchen had lots of silverware and plates and cups. No additional items for cooking ( seasonings or oil) but we were out and about and really only used the NICE kureig coffee maker. The BEDROOMS are really the highlight of the house- 2 queen with a shared bathroom...
5BR Comfortable, Spacious South Yarmouth Family Retreat
East Orleans - walk to Nauset Beach
10.0 out of 10, Exceptional, (71)
"Very comfortable home, great location. We look forward to staying here again."
East Orleans - walk to Nauset Beach
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.
Don't see what you're looking for?
See all available properties in Dennis
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Dennis

Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
9.4 out of 10, Exceptional, (11)
"The property was fantastic, location magical and we hope to return… our big issue was that a good chunk of the house had been closed off, including the washer and dryer, and the room I was going to sleep in, really put a kink into the stay. Website listed those as available until off-season when it was going to be renovated."
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
Cozy, Quiet, Secluded - within Short Walk of the Beach
8.6 out of 10, Excellent, (47)
"It had everything you needed.2 fans in every room. But one air conditioner in the window by the back door would have cooled the whole house down. Nice open floor plan. Was very hot and muggy when we were there. Much needed hand rails on front steps would have been nice. And some cleanup landscaping would have made the outside look much more appealing. Great walking areas. The ocean is just around the corner and 4 beaches are close by. You could even walk to one if you were up for it. Dennis is a...
Cozy, Quiet, Secluded - within Short Walk of the Beach
Home in a bayside neighborhood with 2 large decks - walk to beaches
8.4 out of 10, Very good, (28)
"House fit our needs Family backed out of staying so Just my husband and I . Close to beach Great location "
Home in a bayside neighborhood with 2 large decks - walk to beaches
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.