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Holiday homes in South Dennis

Enjoy your stay and find the best Holiday homes in South Dennis at affordable prices

Searching for a holiday home in South Dennis (Massachusetts)? Explore a great selection of vacation homes in South Dennis to find the one that best fits to your needs, starting from $81 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in South Dennis and region (20 miles)
Skylight Tonight in South Dennis, USA

Skylight Tonight

Holiday home in South Dennis, Massachusetts
Located in South Dennis, 2.8 km from Wilbur Park Beach and 32 km from Nauset Lighthouse, Skylight Tonight offers free WiFi, a garden and air condition...
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Very good 9 Reviews 8.1

from $312.31 Show details »

Dennis Port Delight in Dennis Port, USA

Dennis Port Delight

Holiday home in Dennis Port near South Dennis, Massachusetts
Situated in Dennis Port, within 2.6 km of Wilbur Park Beach and 30 km of Nauset Lighthouse, Dennis Port Delight offers accommodation with free WiFi, a...
  • Parking

no reviews

from $347.67 Show details »

Thompson House Cape Cod in South Yarmouth, USA

Thompson House Cape Cod

Holiday home in South Yarmouth near South Dennis, Massachusetts , 17 Angelos Rd
Thompson House Cape Cod, a property with a garden and a terrace, is set in South Yarmouth, 32 km from Sandwich Glass Museum, 32 km from Heritage Museu...
  • Parking
  • Family rooms

Very good 2 Reviews 8.5

from $477.75 Show details »

Dreamy Dennis Retreat 4 Mi to Mayflower Beach! in Dennis, USA

Dreamy Dennis Retreat 4 Mi to Mayflower...

Holiday home in Dennis near South Dennis, Massachusetts
Within 32 km of Nauset Lighthouse and 35 km of Sandwich Glass Museum, Quaint Cape Cod Retreat 4 Mi to Corporation Beach offers free WiFi and a garden.
  • Parking
  • Internet facilities
  • Iron
  • Refrigerator
  • DVD player

no reviews

from $236.00 Show details »

Kelleys Bay Bungalow in South Dennis, USA

Kelleys Bay Bungalow

Holiday home in South Dennis, Massachusetts
Set in South Dennis, just 33 km from Nauset Lighthouse, Kelleys Bay Bungalow offers accommodation with a garden, a shared lounge and free WiFi.
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $156.67 Show details »

Villa Fairview in South Dennis, USA

Villa Fairview

Holiday home in South Dennis, Massachusetts
Located in South Dennis, 33 km from Nauset Lighthouse, Villa Fairview provides accommodation with a garden, free WiFi and an ATM.
  • Parking

Fabulous 1 Reviews 9.0

from $331.65 Show details »

Cape Cod Cottage Deck, Grill and Kayaks, Near Beach in Dennis, USA

Cape Cod Cottage Deck, Grill and Kayaks,...

Holiday home in Dennis near South Dennis, Massachusetts
Situated in Dennis, 33 km from Sandwich Glass Museum and 34 km from Heritage Museums & Gardens, Cozy Cape Cottage with Kayaks by Follins Pond! provide...
  • Parking

no reviews

from $165.00 Show details »

Crocker Neck Cottage in Dennis Port, USA

Crocker Neck Cottage

Holiday home in Dennis Port near South Dennis, Massachusetts
Set in Dennis Port, 1.7 km from Sea Street Beach, Crocker Neck Cottage offers accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $163.33 Show details »

Traditional Cape Cod Cottage Walk to Beach! in West Dennis, USA

Traditional Cape Cod Cottage Walk to Bea...

Holiday home in West Dennis near South Dennis, Massachusetts
Traditional Cape Cod Cottage Walk to Beach! is situated in West Dennis, 1.6 km from Sea Street Beach, 2.6 km from West Dennis Beach, as well as 34 km ...
  • Parking
  • Pets allowed

no reviews

from $156.00 Show details »

37 Bassett in Dennis Port, USA

37 Bassett

Holiday home in Dennis Port near South Dennis, Massachusetts
Located in Dennis Port, 1.4 km from Sea Street Beach, 37 Bassett provides accommodation with a garden, free WiFi and an ATM.
  • Parking

Very good 3 Reviews 8.0

from $260.00 Show details »

Cape Cod Cottage by Leavetown Vacations in Dennis Port, USA

Cape Cod Cottage by Leavetown Vacations

Holiday home in Dennis Port near South Dennis, Massachusetts , 15 Easy Street
Located in Dennis Port in the Massachusetts region, Two Bedroom Cottage features a patio.
  • Parking

no reviews

from $295.00 Show details »

South Yarmouth Cottage by Leavetown Vacations in South Yarmouth, USA

South Yarmouth Cottage by Leavetown Vaca...

Holiday home in South Yarmouth near South Dennis, Massachusetts , 30 Lambert Road
Two Bedroom Loft Cottage is located in South Yarmouth, 31 km from Heritage Museums & Gardens, 35 km from Nauset Lighthouse, as well as 45 km from Well...
  • Parking
  • Pets allowed

Fabulous 5 Reviews 8.6

from $289.00 Show details »

Trotting Park Paradise in West Dennis, USA

Trotting Park Paradise

Holiday home in West Dennis near South Dennis, Massachusetts
Trotting Park Paradise is set in West Dennis, 600 metres from South Village Beach, and offers a balcony, garden, and free WiFi.
  • Parking

no reviews

from $207.00 Show details »

Big Pine Cottage in Harwich, USA

Big Pine Cottage

Holiday home in Harwich near South Dennis, Massachusetts
Situated in Harwich, 2.2 km from Sea Street Beach and 31 km from Nauset Lighthouse, Big Pine Cottage offers free WiFi, a garden and air conditioning.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Disappointing 2 Reviews 4.0

from $218.57 Show details »

Quaint Dennis Home with Deck and Grill, Walk to Beach! in Dennis, USA

Quaint Dennis Home with Deck and Grill,...

Holiday home in Dennis near South Dennis, Massachusetts
Situated in Dennis, 700 metres from Sea Street Beach, 1.4 km from South Village Beach and 2.8 km from West Dennis Beach, Quaint Dennis Home with Deck ...
  • Parking
  • Internet facilities
  • Shower
  • Hairdryer
  • Refrigerator

no reviews

from $236.00 Show details »

Pet-Friendly Cape Cod Getaway Less Than 1 Mi to Beach in Dennis Port, USA

Pet-Friendly Cape Cod Getaway Less Than...

Holiday home in Dennis Port near South Dennis, Massachusetts
Set in Dennis Port, 1.1 km from Sea Street Beach, 32 km from Nauset Lighthouse and 37 km from Sandwich Glass Museum, Pet-Friendly Cape Cod Getaway Les...
  • Parking
  • Pets allowed

no reviews

from $445.33 Show details »

Long Pond Lookout in South Yarmouth, USA

Long Pond Lookout

Holiday home in South Yarmouth near South Dennis, Massachusetts
Set in South Yarmouth, 31 km from Sandwich Glass Museum and 31 km from Heritage Museums & Gardens, Long Pond Lookout offers accommodation with free Wi...
  • Parking

no reviews

from $242.67 Show details »

Uncle Rolfs Cozy Cottage in Dennis Port, USA

Uncle Rolfs Cozy Cottage

Holiday home in Dennis Port near South Dennis, Massachusetts
Set in Dennis Port, 700 metres from Sea Street Beach and 1.8 km from South Village Beach, Uncle Rolfs Cozy Cottage offers air-conditioned accommodatio...
  • Parking

Fabulous 4 Reviews 8.8

from $375.07 Show details »

Cape Cod Beach Cottage in Dennis, USA

Cape Cod Beach Cottage

Holiday home in Dennis near South Dennis, Massachusetts
Situated in Dennis, 600 metres from Sea Street Beach, Cape Cod Beach Cottage features accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $160.00 Show details »

2 Minute Walk to Beach, Cape Cod Escape in Dennis Port, USA

2 Minute Walk to Beach, Cape Cod Escape

Holiday home in Dennis Port near South Dennis, Massachusetts , 37 Ocean Drive 5
2 Minute Walk to Beach, Cape Cod Escape is located in Dennis Port, 1.5 km from South Village Beach and 2.8 km from West Dennis Beach, in an area where...
  • Parking

Exceptional 9 Reviews 9.8

from $300.00 Show details »

Depot Harbor Hideaway in Dennis Port, USA

Depot Harbor Hideaway

Holiday home in Dennis Port near South Dennis, Massachusetts
Situated in Dennis Port in the Massachusetts region, Depot Harbor Hideaway has a patio.
  • Parking
  • Electric vehicle charging station

Very good 2 Reviews 8.5

from $356.67 Show details »

Eric's Place in Dennis, USA

Eric's Place

Holiday home in Dennis near South Dennis, Massachusetts
Located in Dennis, 400 metres from Sea Street Beach, Erics Place provides accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • TV
  • Air conditioning

Pleasant 4 Reviews 6.0

from $270.55 Show details »

Summer Get Away in Dennis Port, USA

Summer Get Away

Holiday home in Dennis Port near South Dennis, Massachusetts
Set in Dennis Port, 1 km from Sea Street Beach, Summer Get Away offers accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $201.33 Show details »

Sea Glass in West Dennis, USA

Sea Glass

Holiday home in West Dennis near South Dennis, Massachusetts
Located in West Dennis, 1.3 km from West Dennis Beach and 1.4 km from South Village Beach, Sea Glass offers free WiFi, a garden and air conditioning.
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • Shower
  • Bath

Very good 4 Reviews 8.5

from $195.33 Show details »

Seagulls Nest in Dennis, USA

Seagulls Nest

Holiday home in Dennis near South Dennis, Massachusetts , 6 Madison Road
Set in Dennis and only 31 km from Nauset Lighthouse, Seagulls Nest offers accommodation with lake views, free WiFi and free private parking.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Superb 4 Reviews 9.5

from $200.00 Show details »

Number of Holiday homes in South Dennis 185
Number of guest ratings 11
Average price per night $333.67
Lowest price per night $81.00
Highest price per night $1.599.29

Most popular Holiday-homes in South Dennis

The most popular Holiday-homes in South Dennis based on average guest rating (Top 10).

Cheapest Holiday-homes in South Dennis

The cheapest Holiday-homes in South Dennis based on room rate per night (Top 10).

Most booked Holiday-homes in South Dennis

The most booked Holiday-homes in South Dennis based on popularity with guests (Top 10).

Holiday homes in South Dennis (Massachusetts), comfortable and familiar

Staying in a holiday or vacation home in South Dennis can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in South Dennis for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in South Dennis should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com