Compare South Dennis Vacation Rentals

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South Dennis Rentals

Edgewater Beach Resort, a VRI resort

Edgewater Beach Resort, a VRI resort

3.5 out of 5
95 Chase Avenue, Dennis Port, MA
4.46 mi from city center
$239 nightly
The price is $274 total per night
$274 total
Oct 23 - Oct 24
Total with taxes and fees
At Edgewater Beach Resort, a VRI resort, guests enjoy a private beach, an indoor pool, and an outdoor pool. You can take advantage of free parking if you drive. Front-desk staff can assist with concierge services and luggage storage. Other amenities at this beach aparthotel include a gym, free WiFi in public areas, and laundry facilities.
Pool
Kitchen
Riverview Resort

Riverview Resort

3 out of 5
37 Neptune Ln, South Yarmouth, MA
5.97 mi from city center
$219 nightly
The price is $251 total per night
$251 total
Oct 22 - Oct 23
Total with taxes and fees
Guests staying at Riverview Resort enjoy an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Additional amenities include a hot tub, a 24-hour business center, and a microwave in a common area.
Pool
Hot Tub
Brewster Green Resort

Brewster Green Resort

3.5 out of 5
203 Lund Farm Way, Brewster, MA
6.12 mi from city center
$149 nightly
The price is $171 total per night
$171 total
Oct 2 - Oct 3
Total with taxes and fees
Brewster Green Resort features an indoor pool, an outdoor pool, and a children's pool. A stay here includes free parking. Staff members can help with accommodation requests, and provide a safe deposit box at the front desk. Additional amenities include a gym, a sauna, and outdoor tennis courts.
Pool
Hot Tub
Holly Tree Resort

Holly Tree Resort

3 out of 5
412 Main St, Route 28, West Yarmouth, MA
6.54 mi from city center
$189 nightly
The price is $216 total per night
$216 total
Oct 5 - Oct 6
Total with taxes and fees
Holly Tree Resort features an indoor pool, an outdoor pool, and a children's pool. If you drive, put free parking to good use. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Additional amenities include a gym, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
The Cove at Yarmouth by VRI Americas

The Cove at Yarmouth by VRI Americas

3.5 out of 5
183 Main Street, West Yarmouth, MA
6.84 mi from city center
This condo resort features an indoor pool, a children's pool, and a gym. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with tours/tickets and securing valuables. Additional amenities include a sauna, indoor tennis courts, and free WiFi in public areas.
Pool
Hot Tub
Steps to the Ocean! Perfect Location!!!

Steps to the Ocean! Perfect Location!!!

8.98 mi from city center
At this cottage, guests have access to an outdoor pool and barbecue grills.
Pool
Kitchen
Steps to the beach with an ocean view,

Steps to the beach with an ocean view,

9 mi from city center
At this cottage, guests have access to an outdoor pool and barbecue grills.
Pool
Kitchen
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

10.28 mi from city center
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, a water dispenser, and barbecue grills.
Pool
Hot Tub
*Oceanfront Beach Home*

*Oceanfront Beach Home*

14.72 mi from city center
At this vacation home, guests have access to features like laundry facilities. This beach vacation home also has barbecue grills.
Kitchen
Washer
Cape Cod Bay Home w/ Deck + Private Beach Access

Cape Cod Bay Home w/ Deck + Private Beach Access

17.67 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Sea Mist Resort

Sea Mist Resort

3 out of 5
141 Great Neck Rd South, Mashpee, MA
18.67 mi from city center
$199 nightly
The price is $228 total per night
$228 total
Oct 10 - Oct 11
Total with taxes and fees
Sea Mist Resort features an indoor pool, an outdoor pool, and a gym. Free parking is available if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
The Club at New Seabury

The Club at New Seabury

3.5 out of 5
95 Shore Drive West, Mashpee, MA
20.08 mi from city center
$220 nightly
The price is $252 total per night
$252 total
Oct 1 - Oct 2
Total with taxes and fees
Guests staying at The Club at New Seabury enjoy access to a golf course, a gym, and a sauna. Free parking is available if you drive. Staff members can help with accommodation requests, and provide front-desk service during limited hours. Other amenities at this beach condominium resort include outdoor tennis courts, free WiFi in public areas, and meeting rooms.
Pool
Kitchen
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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.

South Dennis Large Group Rentals

How to Book Vacation Rentals in South Dennis



🏠 What is the best price for South Dennis vacation rentals?

South Dennis vacation rentals range in price, starting at $171 per night.


🏠 What types of vacation rentals in South Dennis can I rent?

Orbitz offers a wide range of South Dennis rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and South Dennis condo rentals.


🏠 Is it free to cancel my South Dennis vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a South Dennis vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in South Dennis. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in South Dennis?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our South Dennis apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in South Dennis?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our South Dennis package deals will get you even more savings.

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