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South Dennis Holiday Rentals

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Distance from
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35 rentals in South Dennis.
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Life's A Beach

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Home Away From Home

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Family Friendly Mid Cape Home • Sleeps 6 • Steps to Kelly Bay • Near Beaches

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Pet Friendly , Perfect Price, House and Spot

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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'Bayside' 2 story Colonial with Guest Quarters & Central Air

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Spacious house located on Swan River

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 13
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Walk to Harborview Beach

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Three bedroom home with central air conditioning

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Petite beach home overlooking Follins Pond w/ central A/C and private gas grill!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Conveniently Located in the heart of Dennis 3 bedroom 1.5 bath with Central Air

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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3 bedroom home with fabulous views of Swan River

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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3 bedroom home with ac

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
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bayside five bedroom sleeping 10

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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4 Bedroom, 3.5 Bath in Brewster, near Dennis line

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Dog friendly home w/ deck and private gas grill - on the bay side of the Cape!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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The Berry Quaint Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Lockwood 26- Private Pool in quite neighborhood! Nicely renovated!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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19923: Modern & Comfortable Home w/ Sun Room, Spacious Back Deck, Central A/C!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Three bedroom home sleeping 8 overlooking Swan Pond

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Recently Remodeled 'Pet Friendly' Property In Dennis

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Dock!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Three bedroom home sleeping 9 with private swimming pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
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Three bedroom home sleeping 8 on the water's edge of Swan River

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Goldfinch Ln 49- Quick drive to bayside beaches! AC in 4 bedrooms!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Kings Row 21-Lovely home in quiet neighborhood, short drive to Corporation beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Two bedroom with central air located just short drive to Northside Beaches!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
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19922 - Great for Multi-Family Travel, Private Pool and Game Room

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
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Lovely three bedroom home located in desirable Bayside neighborhood!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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New to our 2022 Inventory! Gorgeous Getaway on the Cape Cod Bike Path

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lovely three bedroom home sleeping 8 located in South Dennis!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cardinal's Landing

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New to our 2022 Inventory! 3 bedrooms, 2 bath home, short drive to beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pristine vacation home on Aunt Patty's Pond

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pristine condition! Three bedroom sleeping 10 with contemporary beach decor!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
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