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Holiday homes in South Dennis (Page 6)

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)
Chatham Home about 1 Mi to Town and Oyster Pond Beach in Chatham, USA

Chatham Home about 1 Mi to Town and Oyst...

Holiday home in Chatham near South Dennis, Massachusetts
Situated 1.4 km from Oyster Pond Beach, 2.8 km from Chatham Lighthouse Beach and 24 km from Nauset Lighthouse, Chatham Home about 1 Mi to Downtown and...
  • Parking

Fabulous 1 Reviews 9.0

from $329.57 Show details »

Cape River Retreat in Centerville, USA

Cape River Retreat

Holiday home in Centerville near South Dennis, Massachusetts
Situated in Centerville, 24 km from Sandwich Glass Museum and 24 km from Heritage Museums & Gardens, Cape River Retreat offers free WiFi, a garden and...
  • Parking

Exceptional 1 Reviews 10.0

from $250.33 Show details »

B By the Sea in Chatham, USA

B By the Sea

Holiday home in Chatham near South Dennis, Massachusetts
Set in Chatham, within less than 1 km of Oyster Pond Beach and 2.4 km of Chatham Lighthouse Beach, B By the Sea offers accommodation with free WiFi, a...
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • Shower
  • Bath

Exceptional 1 Reviews 10.0

from $665.71 Show details »

Chatham Getaway in Chatham, USA

Chatham Getaway

Holiday home in Chatham near South Dennis, Massachusetts
Located in Chatham, 1 km from Oyster Pond Beach and 2.1 km from Chatham Lighthouse Beach, Chatham Getaway offers free WiFi and air conditioning.
  • Parking
  • Pets allowed

no reviews

from $176.00 Show details »

Modern Cape Cod Cottage Walk to Craigville Beach in Centerville, USA

Modern Cape Cod Cottage Walk to Craigvil...

Holiday home in Centerville near South Dennis, Massachusetts
Situated 22 km from Sandwich Glass Museum, 22 km from Heritage Museums & Gardens and 49 km from Nauset Lighthouse, Contemporary Cottage - Walk to Crai...
  • Parking
  • Pets allowed

no reviews

from $385.67 Show details »

Cape Cod Retreat Patio, Walk to Craigville Beach in Centerville, USA

Cape Cod Retreat Patio, Walk to Craigvil...

Holiday home in Centerville near South Dennis, Massachusetts
Located 22 km from Sandwich Glass Museum, 22 km from Heritage Museums & Gardens and 49 km from Nauset Lighthouse, Updated Cottage - 300 Feet to Craigv...
  • Parking
  • Pets allowed

no reviews

from $420.00 Show details »

Chatham Living in Chatham, USA

Chatham Living

Holiday home in Chatham near South Dennis, Massachusetts
Located in Chatham, 1.9 km from Oyster Pond Beach and 2.1 km from Scatteree Beach, Chatham Living offers free WiFi, a garden and air conditioning.
  • Parking

no reviews

from $291.00 Show details »

March Mellow in Centerville, USA

March Mellow

Holiday home in Centerville near South Dennis, Massachusetts
Located in Centerville, 600 metres from Craigville Beach and 2.4 km from Long Beach, March Mellow offers free WiFi, a garden and air conditioning.
  • Parking

no reviews

from $314.14 Show details »

Centerville Escape with Pool about 3 Mi to Beach! in Centerville, USA

Centerville Escape with Pool about 3 Mi...

Holiday home in Centerville near South Dennis, Massachusetts
Situated in Centerville, 18 km from Sandwich Glass Museum, 18 km from Heritage Museums & Gardens and 46 km from Plimoth Plantation, Centerville Escape...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $357.67 Show details »

The Quintessential Cape Cottage in Orleans, USA

The Quintessential Cape Cottage

Holiday home in Orleans near South Dennis, Massachusetts
Set in Orleans, 1.4 km from Skaket Beach and 2 km from Dyer Prince Beach, The Quintessential Cape Cottage offers free WiFi, a garden and air condition...
  • Parking

no reviews

from $403.33 Show details »

Areys Pond Point in Orleans, USA

Areys Pond Point

Holiday home in Orleans near South Dennis, Massachusetts
Situated in Orleans, 14 km from Nauset Lighthouse and 24 km from Wellfleet Bay Wildlife Sanctuary, Areys Pond Point features air-conditioned accommoda...
  • Parking

no reviews

from $394.33 Show details »

Summer Sliving in Orleans, USA

Summer Sliving

Holiday home in Orleans near South Dennis, Massachusetts
Located in Orleans, 1.7 km from South Orleans Beach, Summer Sliving provides accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $363.33 Show details »

Barley Breeze in Orleans, USA

Barley Breeze

Holiday home in Orleans near South Dennis, Massachusetts
Set in Orleans, 15 km from Nauset Lighthouse and 25 km from Wellfleet Bay Wildlife Sanctuary, Barley Breeze offers free WiFi, a garden and air conditi...
  • Parking

Superb 3 Reviews 9.3

from $213.33 Show details »

Falling Leaf Cottage in Osterville, USA

Falling Leaf Cottage

Holiday home in Osterville near South Dennis, Massachusetts
Located in Osterville, 20 km from Sandwich Glass Museum, Falling Leaf Cottage provides accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

no reviews

from $393.33 Show details »

Cape Escape - Minutes to Beaches & Town in Osterville, USA

Cape Escape - Minutes to Beaches & Town

Holiday home in Osterville near South Dennis, Massachusetts
Located in Osterville, 2.8 km from Craigville Beach and 20 km from Sandwich Glass Museum, Cape Escape - Minutes to Beaches & Town provides accommodati...
  • Parking

no reviews

from $363.33 Show details »

Cape Escape - Minutes to Beaches & Town in Osterville, USA

Cape Escape - Minutes to Beaches & Town

Holiday home in Osterville near South Dennis, Massachusetts
Located in Osterville, 2.8 km from Craigville Beach and 20 km from Sandwich Glass Museum, Cape Escape - Minutes to Beaches & Town provides accommodati...
  • Parking

no reviews

from $363.33 Show details »

Spinnaker Trail in Orleans, USA

Spinnaker Trail

Holiday home in Orleans near South Dennis, Massachusetts
Situated 2.6 km from South Orleans Beach, Spinnaker Trail offers a garden, and air-conditioned accommodation with a patio and free WiFi.
  • Parking

no reviews

from $280.14 Show details »

Shake on the Cape in Osterville, USA

Shake on the Cape

Holiday home in Osterville near South Dennis, Massachusetts
Set in Osterville, within 20 km of Sandwich Glass Museum and 20 km of Heritage Museums & Gardens, Shake on the Cape offers accommodation with free WiF...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 1 Reviews 9.0

from $382.33 Show details »

Pet-Friendly Cape Cod Home with Deck 2 Mi to Beaches in Eastham, USA

Pet-Friendly Cape Cod Home with Deck 2 M...

Holiday home in Eastham near South Dennis, Massachusetts
Pet-Friendly Cape Cod Home with Deck 2 Mi to Beaches is situated in Eastham, 2 km from Herring Brook Beach, 8.9 km from Nauset Lighthouse, and 18 km f...
  • Parking
  • Pets allowed

Passable 1 Reviews 5.0

from $401.14 Show details »

Osterville Odyssey in Osterville, USA

Osterville Odyssey

Holiday home in Osterville near South Dennis, Massachusetts
Set in Osterville, 20 km from Sandwich Glass Museum and 20 km from Heritage Museums & Gardens, Osterville Odyssey offers air-conditioned accommodation...
  • Parking

no reviews

from $289.71 Show details »

Upscale Orleans Home with Deck, 1 Mi to Nauset Beach in East Orleans, USA

Upscale Orleans Home with Deck, 1 Mi to...

Holiday home in East Orleans near South Dennis, Massachusetts
Situated 2 km from Nauset Beach, 2.6 km from South Orleans Beach and 14 km from Nauset Lighthouse, Upscale Orleans Home with Deck, 1 Mi to Nauset Beac...
  • Parking
  • Hairdryer
  • Iron
  • Refrigerator
  • DVD player

no reviews

from $276.00 Show details »

Life's Better at the Beach in Eastham, USA

Life's Better at the Beach

Holiday home in Eastham near South Dennis, Massachusetts
Located in Eastham, 400 metres from Kingsbury Beach and 1.5 km from First Encounter Beach, Lifes Better at the Beach offers free WiFi, a garden and ai...
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • Shower
  • Bath

Pleasant 4 Reviews 7.0

from $228.00 Show details »

Orleans Cove in Orleans, USA

Orleans Cove

Holiday home in Orleans near South Dennis, Massachusetts
Set in Orleans, within 2.9 km of South Orleans Beach and 14 km of Nauset Lighthouse, Orleans Cove offers accommodation with free WiFi, air conditionin...
  • Parking
  • Pets allowed

no reviews

from $216.67 Show details »

Nauset Beach Buddy in Orleans, USA

Nauset Beach Buddy

Holiday home in Orleans near South Dennis, Massachusetts
Nauset Beach Buddy is set in Orleans, 36 km from Provincetown.
  • Parking

Very good 2 Reviews 8.0

from $217.33 Show details »

esCAPE in Eastham, USA

esCAPE

Holiday home in Eastham near South Dennis, Massachusetts
Located in Eastham, 700 metres from Kingsbury Beach, esCAPE provides accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

Pleasant 3 Reviews 6.7

from $440.95 Show details »

Sunny Grove in Eastham, USA

Sunny Grove

Holiday home in Eastham near South Dennis, Massachusetts
Situated in Eastham, 2.2 km from Herring Brook Beach and 2.5 km from Great Pond Beach, Sunny Grove provides accommodation with amenities such as free ...
  • Parking
  • Pets allowed

no reviews

from $208.00 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