South Dennis Vacation Rentals

Our Favorite Vacation Rentals in South Dennis

  • 56 S Yarmouth Rd Home
     Country House
    Booking.com
    From
    $161
  • Family home with a gourmet kitchen & tons of nearby beaches!
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $474
  • Haven at Halfway Pond
     Country House
    Booking.com
    From
    $203
  • #901: Experience a Cape vacation in a NEW home. Completely renovated in 2015.
     4br Home/Apartment
    HolidayLettings
    From
    $365
  • Corner Lot Home
     Country House
    Booking.com
    From
    $187
  • "The Bayside Colonial" with guest area
     6br Home/Apartment
    HolidayLettings
    From
    $579
  • West Dennis Dockside
     Country House
    Booking.com
    From
    $170
  • Charming Cape Cod Cottage by the Bay
    Excellent4br Cottage
    HolidayLettings
    From
    $451

Check prices for these upcoming dates

South Dennis Vacation Rentals with a Pool

  • Cape Cod Comfy Get-Away
    GoodHome/Apartment
    Airbnb
    From
    $113

South Dennis Vacation Rentals with Wi-Fi

  • Beautiful, Quiet, Spacious Studio
    ExcellentHome/Apartment
    Airbnb
    From
    $170
  • The Pheasant
     2br Home/Apartment
    Airbnb
    From
    $503
  • FABULOUS WATERFRONT!! Pet Friendly 3BDRM/2BTH
    Excellent3br Home/Apartment
    Airbnb
    From
    $349
  • Peace By The Bay
    Excellent2br Home/Apartment
    Airbnb
    From
    $127

South Dennis Pet-Friendly Vacation Rentals

  • Charming, Updated Cottage With Glamping Bunkhouse Steps From The Beach
     3br Home/Apartment
    HolidayLettings
    From
    $360
  • Immaculate SeaView Beach House in S.Yarmouth
    Excellent5br Home/Apartment
    Flipkey
    From
    $668
  • Beach House-steps To Nantucket Sound Beaches
    Good5br Home/Apartment
    Flipkey
    From
    $629
  • Magical home built around Windmill with views of ocean
    Excellent6br Home/Apartment
    HolidayLettings
    From
    $1,835

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
78° 30°
5
67° 15°
8
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
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
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

  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

    Jeff Campbell
    Jeff CampbellMiddle Class Dad
  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School

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