We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

South Orleans Vacation Rentals

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 km
Price per night
C$0
C$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
51 rentals in South Orleans.
Sort by:
Tripadvisor Sort
Beautiful home w/ entertainment - near golf courses & Pleasant Bay, vacation rental in South Orleans

Beautiful home w/ entertainment - near golf courses & Pleasant Bay

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Family Friendly - 3 levels, on a secluded Acre. Linens provided. Light & Bright!, vacation rental in South Orleans

Family Friendly - 3 levels, on a secluded Acre. Linens provided. Light & Bright!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Topside BoatHouse on Pleasant Bay, vacation rental in South Orleans

Topside BoatHouse on Pleasant Bay

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Gorgeous Waterfront Property, vacation rental in South Orleans

Gorgeous Waterfront Property

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
52 Forest Way 18423, vacation rental in South Orleans

52 Forest Way 18423

5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Topside MainHouse, vacation rental in South Orleans

Topside MainHouse

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Pleasant Bay Gem | All-New Beds & Linens, Game Room & Big Deck | Near Beaches, vacation rental in South Orleans

Pleasant Bay Gem | All-New Beds & Linens, Game Room & Big Deck | Near Beaches

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
9 Woodridge Road 99912, vacation rental in South Orleans

9 Woodridge Road 99912

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Highly Rated Cottage in Orleans, Cape Cod, vacation rental in South Orleans

Highly Rated Cottage in Orleans, Cape Cod

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Walk to Crystal Lake; private Tennis Court; Basketball Hoop, vacation rental in South Orleans

Walk to Crystal Lake; private Tennis Court; Basketball Hoop

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Save time - get the best South Orleans rentals sent straight to your email!
Luxury 7 BR, 4 BA w/ Unique 60 foot Private Pool, .4 Miles to Beach, vacation rental in South Orleans

Luxury 7 BR, 4 BA w/ Unique 60 foot Private Pool, .4 Miles to Beach

7 bedrooms
4 bathrooms
Sleeps 21
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Quaint Cape Near Beaches And Centrally Located, vacation rental in South Orleans

Quaint Cape Near Beaches And Centrally Located

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Beautiful Orleans Pilgrim Lake Waterfront Home, vacation rental in South Orleans

Beautiful Orleans Pilgrim Lake Waterfront Home

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
CHARMING WATERFRONT LAKE HOUSE ON SPRING FED PILGRIM LAKE, vacation rental in South Orleans

CHARMING WATERFRONT LAKE HOUSE ON SPRING FED PILGRIM LAKE

2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Learn To Sail This Summer At Your Vacation Home!, vacation rental in South Orleans

Learn To Sail This Summer At Your Vacation Home!

6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Enchanting Waterfront Escape on Pleasant Bay, vacation rental in South Orleans

Enchanting Waterfront Escape on Pleasant Bay

4 bedrooms
5 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Nautical Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly, vacation rental in South Orleans

Nautical Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Charming, Renovated 1870s Home with Private Beach, vacation rental in South Orleans

Charming, Renovated 1870s Home with Private Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
New listing! Stylish Orleans home w/ spacious deck - near bay & ocean beaches!, vacation rental in South Orleans

New listing! Stylish Orleans home w/ spacious deck - near bay & ocean beaches!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
#526: Luxury waterfront, private sunbathing beach. 9-seat movie theater - GAME R, vacation rental in South Orleans

#526: Luxury waterfront, private sunbathing beach. 9-seat movie theater - GAME R

6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Water Views, Central AC, Sleeps 12, 3 Floors of Living Space: 058-O, vacation rental in South Orleans

Water Views, Central AC, Sleeps 12, 3 Floors of Living Space: 058-O

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
22 Uncle Vicks Way 18401, vacation rental in South Orleans

22 Uncle Vicks Way 18401

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
#515: Private beach just 10 feet from Crystal Lake! Brand new renovation!, vacation rental in South Orleans

#515: Private beach just 10 feet from Crystal Lake! Brand new renovation!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Pleasant Bay Retreat, vacation rental in South Orleans

Pleasant Bay Retreat

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
10 Shorewood Drive 18402, vacation rental in South Orleans

10 Shorewood Drive 18402

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
#524: Newly Furnished, Large Yard, Outdoor Shower, Central A/C, Dog Friendly!, vacation rental in South Orleans

#524: Newly Furnished, Large Yard, Outdoor Shower, Central A/C, Dog Friendly!

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
27 Pond Road 22347, vacation rental in South Orleans

27 Pond Road 22347

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
25 Oak Lane 18523, vacation rental in South Orleans

25 Oak Lane 18523

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Conveniently located home in beautiful Orleans, Cape Cod - Available throughout the year, vacation rental in South Orleans

Conveniently located home in beautiful Orleans, Cape Cod - Available throughout the year

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Quanset Harbor Club Location, vacation rental in South Orleans

Quanset Harbor Club Location

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
17 Blue Heron Way 121865, vacation rental in South Orleans

17 Blue Heron Way 121865

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
16 PRIMROSE LANE 123468, vacation rental in South Orleans

16 PRIMROSE LANE 123468

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Peaceful Views and Lakefront Living on Crystal Lake, vacation rental in South Orleans

Peaceful Views and Lakefront Living on Crystal Lake

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Beautiful Cape Cod vacation home with brand new pool, vacation rental in South Orleans

Beautiful Cape Cod vacation home with brand new pool

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Jack Knife Point Associates 130468, vacation rental in South Orleans

Jack Knife Point Associates 130468

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
West-Facing Pure Waterfront Home in Orleans, Overlooking Arey's Pond, vacation rental in South Orleans

West-Facing Pure Waterfront Home in Orleans, Overlooking Arey's Pond

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Lakefront Townhouse Condo in Cape Cod, MA, vacation rental in South Orleans

Lakefront Townhouse Condo in Cape Cod, MA

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Pet friendly Barley Neck Home, vacation rental in South Orleans

Pet friendly Barley Neck Home

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cozy riverfront house w/views & entertainment-great for families!, vacation rental in South Orleans

Cozy riverfront house w/views & entertainment-great for families!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Perfect Lake House for 2 Families, vacation rental in South Orleans

Perfect Lake House for 2 Families

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Delightful South Orleans Cottage, vacation rental in South Orleans

Delightful South Orleans Cottage

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
California Contemporary, Walk to Beach, 1.3 Wooded Acres, vacation rental in South Orleans

California Contemporary, Walk to Beach, 1.3 Wooded Acres

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Peaceful Paradise in Orleans, vacation rental in South Orleans

Peaceful Paradise in Orleans

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
#806: Private Trail to Deeded Freshwater Pond! Bring Your Kayaks, Bikes, and Dog, vacation rental in South Orleans

#806: Private Trail to Deeded Freshwater Pond! Bring Your Kayaks, Bikes, and Dog

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
East Orleans Water View Getaway, vacation rental in South Orleans

East Orleans Water View Getaway

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Gorgeous Wooded Haven | Sprawling Decks & Kayaks | Access Secluded Bay, vacation rental in South Orleans

Gorgeous Wooded Haven | Sprawling Decks & Kayaks | Access Secluded Bay

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Classic Cape Cod Home | Backyard, Patio & Outdoor Fireplace | Near Beaches, vacation rental in South Orleans

Classic Cape Cod Home | Backyard, Patio & Outdoor Fireplace | Near Beaches

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
#541: Exceptional Pond-Front, Newly-Renovated Home w/ Spacious Deck & Yard! Game, vacation rental in South Orleans

#541: Exceptional Pond-Front, Newly-Renovated Home w/ Spacious Deck & Yard! Game

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Brewster Poolside Retreat, vacation rental in South Orleans

Brewster Poolside Retreat

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
NEW! Elegant Cape Cod Getaway w/ Waterfront Views!, vacation rental in South Orleans

NEW! Elegant Cape Cod Getaway w/ Waterfront Views!

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Previous
12
Frequently Asked Questions about South Orleans


Yes, here are some popular vacation rentals in South Orleans that have internet access:See all vacation rentals in South Orleans on Tripadvisor