Dennis Port holiday rentals

We found 1,245 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Dennis Port by choosing from 239 houses, 75 flats and other holiday rentals. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a fireplace. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Dennis Port

Showing deals for:11 Dec - 18 Dec

Master Bedroom - King Bed, TV, Bureau and ensuite bath
Shuffle Board
Living Room
Kitchen, Dining area: Fridge, Stove, Dishwasher
Exceptional
(137 reviews)

#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat

Harwich

5% off
AU$3,173
for 7 nights, 1 home
AU$453 per night
includes taxes & fees
#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
Living Room view to kitchen
Private kitchen
Interior
Interior
Exceptional
(8 reviews)

NEW Harwich Port Cottage, Minutes to Beach & Town

Harwich Port

8% off
AU$5,183
for 7 nights, 1 cottage
AU$740 per night
includes taxes & fees
NEW Harwich Port Cottage, Minutes to Beach & Town
Room
Interior
Exterior
Living area
Exceptional
(9 reviews)

Charming 4-bedroom house in enchanting Yarmouth

South Yarmouth

8% off
AU$5,929
for 7 nights, 1 home
AU$847 per night
includes taxes & fees
Charming 4-bedroom house in enchanting Yarmouth
Exterior
Living area
Living area
Private kitchen
Exceptional
(12 reviews)

Absolute Gorgeous 6 BR Home w/3-Min Walk to Beach!

South Yarmouth

7% off
AU$7,216
for 7 nights, 1 home
AU$1,031 per night
includes taxes & fees
Absolute Gorgeous 6 BR Home w/3-Min Walk to Beach!
Private kitchen
Living area
Exterior detail
Room
Exceptional
(29 reviews)

Steps to the beach!

Dennis Port

8% off
AU$3,469
for 7 nights, 1 cottage
AU$496 per night
includes taxes & fees
Steps to the beach!
Hot Tub has lights, waterfall, massage jets and Bluetooth stereo to stream.
Exterior detail
Carriage house with American made solar
Kids love the slides and swingset
Exceptional
(53 reviews)

Huge Family Compound Near Beach Hot Tub, Basketball Court,Pinball. Linens incl

South Yarmouth

8% off
AU$5,843
for 7 nights, 1 home
AU$835 per night
includes taxes & fees
Huge Family Compound Near Beach Hot Tub, Basketball Court,Pinball. Linens incl
Family room - access to backyard
Dining Patio (other side of house)
Front of House
Master (View 2)
Exceptional
(15 reviews)

Charming 3-bedroom + 3-full bath house in S. Yarmouth with AC - walk to beach!

South Yarmouth

8% off
AU$5,670
for 7 nights, 1 home
AU$810 per night
includes taxes & fees
Charming 3-bedroom + 3-full bath house in S. Yarmouth with AC - walk to beach!
Property grounds
Living area
Exterior
Private kitchen
Exceptional
(59 reviews)

Renovated Dennis Port cottage

Dennis Port

8% off
AU$3,512
for 7 nights, 1 home
AU$502 per night
includes taxes & fees
Renovated Dennis Port cottage
Eat-in kitchen and breakfast bar
New stone pathway to shower and back of house!
Terrace/patio
Living area
Exceptional
(138 reviews)

Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich

Harwich

7% off
AU$2,454
for 7 nights, 1 home
AU$351 per night
includes taxes & fees
Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich
Exterior detail
Property grounds
Property grounds
Interior
Exceptional
(54 reviews)

Ocean Front, Private Beach, Ocean View , Private patio

Dennis Port

16% off
AU$5,025
for 7 nights, 1 apartment
AU$718 per night
includes taxes & fees
Ocean Front, Private Beach, Ocean View , Private patio
Private kitchen
Exterior detail
Living area
Property grounds
Exceptional
(47 reviews)

Frank's Cozy Cape Cod Beach Cottage

Dennis Port

8% off
AU$4,417
for 7 nights, 1 home
AU$631 per night
includes taxes & fees
Frank's Cozy Cape Cod Beach Cottage
Private kitchen
Interior
Exterior
Interior
Wonderful
(20 reviews)

Eazy Breezy Beach Home

Dennis Port

8% off
AU$3,276
for 7 nights, 1 home
AU$468 per night
includes taxes & fees
Eazy Breezy Beach Home

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The beachside setting of Dennis Port is ready to explore

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Dennis Port. Renowned for its shopping, restaurants and cycling, this city welcomes all visitors. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Dennis Port

Are you hoping to find attractions to visit while you're in the area? Venture out of your holiday home and check out everything that Dennis Port has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Cape Cod Baseball & Bumper Boats (2 mi / 3.2 km)
  • Cape Cod Lavender Farm (3.4 mi / 5.4 km)
  • Cranberry Valley Golf Course (4.3 mi / 6.9 km)
  • Cape Cod Inflatable Park (5.5 mi / 8.9 km)
  • Ocean Edge Golf Club (8.2 mi / 13.2 km)
  • Cape Codder Water Park (9.5 mi / 15.2 km)

Exploring the beaches and other natural features in Dennis Port

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Dennis Port is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Sea Street Beach (0.5 mi / 0.8 km)
  • Pleasant Road Beach (1.2 mi / 1.9 km)
  • Cape Cod Rail Trail (2.5 mi / 4 km)
  • West Dennis Beach (2.8 mi / 4.5 km)
  • Bank Street Beach (3 mi / 4.8 km)
  • Red River Beach (4.6 mi / 7.3 km)

Seasonal weather in Dennis Port

If you're planning a holiday around warm-weather activities, August, July, September and June are the hottest months to visit, when temperatures average 20°C.

Transport to and around Dennis Port

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 8.2 mi (13.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Nantucket, MA (ACK-Nantucket Memorial), which is 27.9 mi (45 km) away.

Frequently asked questions

What is the best area to stay in Dennis Port when booking a holiday rental?
When considering a holiday rental in Dennis Port, Massachusetts, the area around the picturesque beaches is the best choice. This charming seaside village offers a delightful selection of properties, ranging from quaint cottages to larger family homes, providing ample options for visitors. The proximity to the coast means that you can easily enjoy the sun, sand, and surf, making it an ideal spot for a summer getaway.One of the top attractions in Dennis Port is the stunning Sea Street Beach, renowned for its soft sands and gentle waves, great for families and sunbathers alike. Additionally, the nearby Cape Cod Rail Trail offers a wonderful opportunity for cycling and walking, allowing you to soak in the beautiful surroundings while enjoying a leisurely ride or stroll.Staying in this vibrant area not only grants you easy access to the beach but also places you close to charming local eateries and shops. The overall atmosphere is inviting and relaxed, making it a fantastic base for exploring the natural beauty and cultural attractions of Cape Cod.
Where are the best areas for renting a beach house in Dennis Port?
For renting a beach house in Dennis Port, consider the scenic stretch along the beautiful Nantucket Sound. The area near Sea Street Beach is particularly popular, offering a variety of holiday rentals that provide easy access to sandy shores and breathtaking ocean views. Many properties in this vicinity feature amenities such as outdoor decks or patios, superb for soaking up the sun, alongside fully equipped kitchens that cater to families or groups looking to self-cater during their stay.Further along the coast, the area around Haigis Beach offers additional options, where you'll find charming beach houses that often come with private outdoor spaces, fire pits, and sometimes even hot tubs to unwind after a day of beach activities. This neighbourhood also has a selection of local shops and eateries, adding to the convenience for holidaymakers.Additionally, the nearby Cape Cod Rail Trail is a fantastic amenity for those who enjoy cycling or walking, with many rentals providing easy access to this scenic path.
What is the most popular type of holiday rental accomodation in Dennis Port?
In Dennis Port, holiday houses are by far the most popular type of holiday rental, with around 900 available throughout the area. These spacious homes often come with multiple bedrooms, fully equipped kitchens, and private outdoor spaces, making them ideal for families or groups looking for a comfortable retreat near the beautiful beaches. Cottages also have a significant presence, with about 308 options that typically feature charming interiors and cozy atmospheres, great for a quaint getaway. Additionally, there are approximately 292 condos and 68 apartments, which offer a variety of amenities such as pools, fitness centres, and easy access to local attractions like the Dennis Port beaches and dining options.
Are there any family house rentals in Dennis Port?
In Dennis Port, Massachusetts, there are a wealth of family-friendly house rentals available, with around 230 options to choose from. This charming coastal area is superb for families looking to enjoy a beach holiday together. Many of these homes offer spacious living areas, full kitchens for preparing family meals, and outdoor spaces for children to play. Common amenities include Wi-Fi, laundry facilities, and outdoor grills, ensuring a comfortable stay for everyone.Visitors will find themselves close to beautiful beaches, such as Sea Street Beach and West Dennis Beach, where families can enjoy sunbathing, swimming, and sandcastle building. The nearby Cape Cod Rail Trail provides an excellent opportunity for biking and walking, making it a fantastic way to explore the scenic surroundings.
Can I rent a holiday home with a pool or hot tub in Dennis Port?
In Dennis Port, Massachusetts, there are plenty of holiday homes available for rent that come equipped with pools or hot tubs, with around 51 options to choose from. This charming coastal town on Cape Cod is ideal for families and groups looking to enjoy a relaxing getaway. Many of these properties feature private swimming pools and hot tubs, along with spacious outdoor areas superb for barbecues and sunbathing.Travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and proximity to the beautiful beaches of the area, making it easy to enjoy both relaxation and outdoor activities. Some rentals may also offer additional features like game rooms and fire pits, enhancing the overall holiday experience.
Are there pet-friendly house rentals in Dennis Port?
In Dennis Port, there are numerous pet-friendly house rentals available, making it an excellent choice for travellers looking to bring their furry companions along. Many properties in the area come equipped with amenities such as spacious backyards, outdoor grills, and fully equipped kitchens, ensuring a comfortable stay for both pets and their owners.Dennis Port is located near the beautiful beaches of Cape Cod, allowing for enjoyable walks along the shore with your pet. The nearby Sea Street Beach and Haigis Beach are popular spots where pets are welcome during certain seasons, providing ample space for them to roam and play. Additionally, the surrounding area features pet-friendly parks and walking trails, offering further opportunities for outdoor adventures.
Are there any remote work holiday rentals in Dennis Port?
In Dennis Port, Massachusetts, there is a substantial selection of remote work holiday rentals available, with around 1,504 options to choose from. This charming seaside town offers a variety of properties that cater to remote workers. Many rentals come equipped with essential amenities such as high-speed Wi-Fi, designated workspaces, and comfortable desks, ensuring a productive environment during your stay.Located near the picturesque beaches of Cape Cod, these rentals often feature cosy living areas, fully equipped kitchens, and outdoor spaces superb for relaxation after a day of work. Additionally, Dennis Port is close to local attractions, including quaint shops and restaurants, making it easy to enjoy the local culture during your downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Dennis Port?
In Dennis Port, popular rental amenities typically include kitchens, which allow guests to prepare their own meals, and decks or patios where they can enjoy the outdoors. Onsite parking is also a common feature, making it convenient for those travelling by car. Additionally, many rentals offer coffee and tea makers for a quick morning brew, along with comfortable patios for relaxation.
When is the best time to visit Dennis Port for a holiday rental?
July is the most popular time to visit Dennis Port, attracting families and beachgoers seeking sunny seaside adventures. This peak season, which spans from June to August, offers visitors warm weather, with temperatures often hovering around 25 to 30 degrees Celsius, great for enjoying the stunning beaches and engaging in water activities.In July, the atmosphere is vibrant, with plenty of outdoor events, local festivals, and opportunities for swimming, sunbathing, and exploring the charming coastal shops and eateries. Families can revel in the lively beach scene, while couples might appreciate romantic sunset strolls along the shore.For those looking for a more budget-friendly option, November presents a delightful alternative. While the weather is cooler, with temperatures dropping to around 5 to 10 degrees Celsius, this month offers a tranquil escape from the bustling summer crowds. Visitors can enjoy peaceful beach walks, picturesque autumn scenery, and a chance to experience the local culture at a leisurely pace.Ultimately, the best time to book a holiday rental in Dennis Port hinges on your preferences—whether you crave the lively summer atmosphere or the serene beauty of a quieter autumn getaway.
What are the top attractions in Dennis Port?
In Dennis Port, visitors can enjoy a charming coastal experience with several attractions that highlight the natural beauty of Cape Cod. The beautiful beaches, such as Sea Street Beach and Depot Street Beach, offer lovely spots for sunbathing and swimming, superb for enjoying the serene surroundings.The local area is also known for its quaint shops and restaurants, where one can savour fresh seafood and local delicacies. Nearby, the Cape Cod Rail Trail provides a scenic route for walking, cycling, and exploring the picturesque landscapes of the region.For those interested in nature, the Swan Pond River offers opportunities for kayaking and paddleboarding, while the surrounding marshlands are great for birdwatching and appreciating the local wildlife.
Are all fees included in the Dennis Port holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Dennis Port holiday homes with parking?
Stayz offers a wide selection of holiday homes in Dennis Port with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Dennis Port holiday homes?
You can find great discounts on holiday homes in Dennis Port on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Dennis Port holiday home booking on Stayz?
To find Dennis Port holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Dennis Port?
A long-stay holiday home in Dennis Port is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Dennis Port holiday home?
Book your Dennis Port holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Dennis Port?
Prices for holiday homes in Dennis Port vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Dennis Port to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas