Lodging Image

South Dennis Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for South Dennis vacation rentals

Indoor spa tub

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (136 reviews)
"We had a wonderful time at this condo — the pool was a huge hit and such a nice bonus after busy beach days. The hosts were incredibly kind and welcoming, making the whole stay feel easy and comfortable from check-in to check-out. The place was clean, well-located, and had everything we needed. Highly recommend if you're looking for a relaxed Cape spot with a great pool and even better people behind it!"
United States
Sarah
The price is NT$11,586
NT$13,260 total
includes taxes & fees
Jul 22 - Jul 23
Brewster Green Resort
House | 5 bedrooms, desk

Water Access 5-bed 2-bath Retreat

Water Access 5-bed 2-bath Retreat
2.5 star property
Hyannis
The price is NT$20,896
NT$39,273 total
includes taxes & fees
Jul 22 - Jul 23
Water Access 5-bed 2-bath Retreat
House (3 Bedrooms) | Front of property

6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is NT$6,229
NT$24,072 total
includes taxes & fees
Aug 17 - Aug 18
6 Mi to Beach: Home w/ Deck in Brewster!
Private beach nearby, beach bar

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (363 reviews)
The price is NT$24,389
NT$27,913 total
includes taxes & fees
Jul 27 - Jul 28
The Club at New Seabury
House | 3 bedrooms, desk

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is NT$17,162
NT$32,829 total
includes taxes & fees
Aug 16 - Aug 17
Coastal Haven in West Dennis -15
House (3 Bedrooms) | Interior

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!
3.0 star property
West Chatham
The price is NT$23,300
NT$41,351 total
includes taxes & fees
Jul 30 - Jul 31
Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Dennis Hotel Reviews

Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Clean room and beautiful place I’ll be back"
Sebastian 1-night trip
Posted 1 hour ago
Hyannis Plaza Hotel

Find out more about South Dennis

Search for holiday rentals in South Dennis on Expedia! You can easily find your home rentals, villas, holiday apartments in South Dennis using one of the methods below:

  • View our selection of featured holiday rentals in South Dennis
  • Use the map to find apartments and other holiday homes in the South Dennis neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in South Dennis while they last

Look no further and take a look at our great range of rental properties in South Dennis!

Frequently asked questions

Can I find vacation rentals in South Dennis?

Yes, we have vacation rentals close to well known local attractions in South Dennis, or you can select a more secluded option if you're looking for relaxation.

How many vacation rentals will I find in South Dennis?

Choose from 86 Expedia vacation rentals in South Dennis for a memorable vacation.

What can I see and do in South Dennis?

Cape Cod Beaches and Cape Cod Rail Trail are a couple of lovely local spots to get outside and enjoy nature. Crowe's Pasture and Cape Cod National Seashore are a couple of places you'll find in the larger area.

What’s a vacation rental in South Dennis like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in South Dennis. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.