South Dennis Vacation Rentals

Our Favorite Vacation Rentals in South Dennis

  • 56 S Yarmouth Rd Home
     Country House
    Booking.com
    From
    $149
  • Haven at Halfway Pond
     Country House
    Booking.com
    From
    $217
  • 3 Bed 1 Bath Vacation home in West Yarmouth
     Country House
    Booking.com
    From
    $114
  • New Listing! “The Fitz Inn” Beach Retreat Home
     Country House
    Booking.com
    From
    $349
  • New Listing! Remodeled Retreat - Walk To Long Pond Home
     Country House
    Booking.com
    From
    $476
  • The Grey-Shingled Ranch
     Country House
    Booking.com
    From
    $106
  • Charming Cape Cod Home Home
     Country House
    Booking.com
    From
    $255
  • New Listing! Sunny Gem W/ Big Deck, Walk To Lakes Home
     Country House
    Booking.com
    From
    $342

Check prices for these upcoming dates

South Dennis Vacation Rentals with a Pool

  • Cape Cod Cabana Getaway with Pool
    ExcellentHome/Apartment
    Airbnb
    From
    $234
  • Ocean Edge Resort One Bedroom Villa
    GoodHome/Apartment
    Airbnb
    From
    $229
  • Ocean Edge Resort unit with secluded patio
     2br Home/Apartment
    Airbnb
    From
    $168
  • Private home/cottage with pool. 2 miles to beach.
    ExcellentHome/Apartment
    Airbnb
    From
    $523

South Dennis Vacation Rentals with Wi-Fi

  • Cape house steps away from bay
    Excellent4br Home/Apartment
    Airbnb
    From
    $452
  • 18th Century Antique House on a Lake near Bay
    Excellent3br Home/Apartment
    Airbnb
    From
    $254
  • FABULOUS WATERFRONT!! Pet Friendly 3BDRM/2BTH
    Excellent3br Home/Apartment
    Airbnb
    From
    $310
  • Peace By The Bay
    Excellent2br Home/Apartment
    Airbnb
    From
    $127

South Dennis Pet-Friendly Vacation Rentals

  • Paradise Found in Yarmouth Port
    ExcellentHome/Apartment
    Airbnb
    From
    $195
  • ** NEW ** Swiss Beach House - Walk to the Beach **
    Excellent3br Home/Apartment
    Airbnb
    From
    $458
  • Pet friendly Yarmouthport home near Gray's Beach!
    Excellent2br Home/Apartment
    Airbnb
    From
    $177
  • Cozy Cape House w Wood Fireplace, no cleaning fee!
    Excellent2br Home/Apartment
    Airbnb
    From
    $108

South Dennis, Massachusetts Travel Guide

South Dennis, Massachusetts, is a small town to the south of the larger Dennis. It's best known for its proximity to beaches and its fun activities such as cartwheeling and biking.

Things to Do in South Dennis, Massachusetts

South Dennis makes a great place to base yourself for a vacation thanks to its proximity to the coast. The best beach to visit in the area is Kalmus Beach, which is around a 15-minute drive from South Dennis. It's a beautiful sandy beach with an ocean-side snack bar.

For a fun activity, why not visit the Scargo Tower? It's a 30-foot-tall cobblestone tower that sits on Scargo Hill in Dennis. From the tower you can see stunning views of Cape Cod and the open ocean.

If you enjoy walking, head to the Cape Cod Rail Trail which is a paved former railway path that passes through quaint towns and coastal paths.

If it's a history fix that you're after, visit the Cape Cod Museum of Natural History, which is a small museum in Brewster showcasing natural history and archeology.

Best Places to Stay in South Dennis, Massachusetts

The best places to stay include the Mulberry Tree Inn, which offers affordable accommodation, or the Blue Rock Golf Resort, if golf is your thing.

Best Time to Visit South Dennis, Massachusetts

The best time to visit Cape Cod is May, June, September or October. These shoulder months usher in pleasant temperatures for outdoor pursuits, fewer crowds than the busy summer season and reasonable room rates.

Price and Availability in South Dennis

Most expensive
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The cheapest day to stay at a vacation rental in South Dennis tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in South Dennis tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in South Dennis is in July, while the cheapest month is in March. The most popular time to book a vacation rental in South Dennis is in the high season in August. South Dennis has its low season in February, when less people are visiting and the vacation home occupancy rate drops.

The Weather in South Dennis

Rainy days
58° 16°
4
57°
4
56°
7
60° 18°
6
65° 24°
4
82° 41°
2
85° 48°
3
91° 50°
1
91° 53°
3
87° 47°
3
78° 30°
5
67° 15°
8
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Rainy days

This climate histogram shows you the weather patterns in South Dennis. The hottest month in South Dennis is May, when temperatures peak at 91 ˚F. The coolest month is December, when temperatures drop to 1 ˚F. The wettest month in South Dennis is February with 8.49 inches of rain, while the driest month is June with 1.24 inches of rain.

What Expert Travelers Think

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    Kaelin
    KaelinKindly Kae
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    Amanda Alston
    Amanda AlstonAmanda Alston
  • — I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!

    Monica
    MonicaNYCTechMommy

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