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Holiday Rentals in Dennis

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749 rentals in Dennis.
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Ocean View Condo across from Beach with pool!, holiday rental in Dennis
Ocean View Condo across from Beach with pool!, holiday rental in Dennis
Ocean View Condo across from Beach with pool!, holiday rental in Dennis

Ocean View Condo across from Beach with pool!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cape Cod 2 Bedroom Cottage 100 yards to the Beach, holiday rental in Dennis
Cape Cod 2 Bedroom Cottage 100 yards to the Beach, holiday rental in Dennis
Cape Cod 2 Bedroom Cottage 100 yards to the Beach, holiday rental in Dennis

Cape Cod 2 Bedroom Cottage 100 yards to the Beach

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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****REDUCED PRICE****   The Soundings Seaside Resort - July 1-8, 2022, holiday rental in Dennis
****REDUCED PRICE****   The Soundings Seaside Resort - July 1-8, 2022, holiday rental in Dennis
****REDUCED PRICE****   The Soundings Seaside Resort - July 1-8, 2022, holiday rental in Dennis

****REDUCED PRICE**** The Soundings Seaside Resort - July 1-8, 2022

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dennis Port walk to beach!, holiday rental in Dennis
Dennis Port walk to beach!, holiday rental in Dennis
Dennis Port walk to beach!, holiday rental in Dennis

Dennis Port walk to beach!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Willows Cottage East (2), holiday rental in Dennis
Willows Cottage East (2), holiday rental in Dennis
Willows Cottage East (2), holiday rental in Dennis

Willows Cottage East (2)

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Classic, Quiet,  Private Dennisport Cottage, holiday rental in Dennis
Classic, Quiet,  Private Dennisport Cottage, holiday rental in Dennis
Classic, Quiet,  Private Dennisport Cottage, holiday rental in Dennis

Classic, Quiet, Private Dennisport Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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'Sea Gypsy'  Waterfront newly renovated, beautiful views, dock, beach!, holiday rental in Dennis
'Sea Gypsy'  Waterfront newly renovated, beautiful views, dock, beach!, holiday rental in Dennis
'Sea Gypsy'  Waterfront newly renovated, beautiful views, dock, beach!, holiday rental in Dennis

'Sea Gypsy' Waterfront newly renovated, beautiful views, dock, beach!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Walk to beach - three bedroom cottage, holiday rental in Dennis
Walk to beach - three bedroom cottage, holiday rental in Dennis
Walk to beach - three bedroom cottage, holiday rental in Dennis

Walk to beach - three bedroom cottage

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Scargo Vista ~ Deeded Beach Rights, Historic Dennis, Central A/C  Don't miss out, holiday rental in Dennis
Scargo Vista ~ Deeded Beach Rights, Historic Dennis, Central A/C  Don't miss out, holiday rental in Dennis
Scargo Vista ~ Deeded Beach Rights, Historic Dennis, Central A/C  Don't miss out, holiday rental in Dennis

Scargo Vista ~ Deeded Beach Rights, Historic Dennis, Central A/C Don't miss out

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Mermaid Cottage! beautiful propety!, holiday rental in Dennis
Mermaid Cottage! beautiful propety!, holiday rental in Dennis
Mermaid Cottage! beautiful propety!, holiday rental in Dennis

Mermaid Cottage! beautiful propety!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Big House in Heart of Cape.  Close to Everything!, holiday rental in Dennis
Big House in Heart of Cape.  Close to Everything!, holiday rental in Dennis
Big House in Heart of Cape.  Close to Everything!, holiday rental in Dennis

Big House in Heart of Cape. Close to Everything!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Serene Little Cove Cottage, holiday rental in Dennis
Serene Little Cove Cottage, holiday rental in Dennis
Serene Little Cove Cottage, holiday rental in Dennis

Serene Little Cove Cottage

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Beautiful  Ocean View Studio, holiday rental in Dennis
Beautiful  Ocean View Studio, holiday rental in Dennis
Beautiful  Ocean View Studio, holiday rental in Dennis

Beautiful Ocean View Studio

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Beachcamp Cottage + Only 50 Steps to the Beach + Updated & Close to Everything!, holiday rental in Dennis
Beachcamp Cottage + Only 50 Steps to the Beach + Updated & Close to Everything!, holiday rental in Dennis
Beachcamp Cottage + Only 50 Steps to the Beach + Updated & Close to Everything!, holiday rental in Dennis

Beachcamp Cottage + Only 50 Steps to the Beach + Updated & Close to Everything!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Family Reunion Home w/ Heated Salt Water Swimming Pool. Central A/C. Free Wi Fi, holiday rental in Dennis
Family Reunion Home w/ Heated Salt Water Swimming Pool. Central A/C. Free Wi Fi, holiday rental in Dennis
Family Reunion Home w/ Heated Salt Water Swimming Pool. Central A/C. Free Wi Fi, holiday rental in Dennis

Family Reunion Home w/ Heated Salt Water Swimming Pool. Central A/C. Free Wi Fi

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Compass Rose Cottage - Steps to Flax Pond & Nature Trails - Kayaks, holiday rental in Dennis
Compass Rose Cottage - Steps to Flax Pond & Nature Trails - Kayaks, holiday rental in Dennis
Compass Rose Cottage - Steps to Flax Pond & Nature Trails - Kayaks, holiday rental in Dennis

Compass Rose Cottage - Steps to Flax Pond & Nature Trails - Kayaks

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Newly Built Waterfront Condo, Private Beach on Nantucket Sound, holiday rental in Dennis
Newly Built Waterfront Condo, Private Beach on Nantucket Sound, holiday rental in Dennis
Newly Built Waterfront Condo, Private Beach on Nantucket Sound, holiday rental in Dennis

Newly Built Waterfront Condo, Private Beach on Nantucket Sound

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular Waterfront View! Close to Beautiful Beach & Golf Course!, holiday rental in Dennis
Spectacular Waterfront View! Close to Beautiful Beach & Golf Course!, holiday rental in Dennis
Spectacular Waterfront View! Close to Beautiful Beach & Golf Course!, holiday rental in Dennis

Spectacular Waterfront View! Close to Beautiful Beach & Golf Course!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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⭐️ STUNNING WATERFRONT ⭐️Pet Friendly 3BDRM/2BTH*FIREPIT*KAYAKS*GAS FIREPLACE*, holiday rental in Dennis
⭐️ STUNNING WATERFRONT ⭐️Pet Friendly 3BDRM/2BTH*FIREPIT*KAYAKS*GAS FIREPLACE*, holiday rental in Dennis
⭐️ STUNNING WATERFRONT ⭐️Pet Friendly 3BDRM/2BTH*FIREPIT*KAYAKS*GAS FIREPLACE*, holiday rental in Dennis

⭐️ STUNNING WATERFRONT ⭐️Pet Friendly 3BDRM/2BTH*FIREPIT*KAYAKS*GAS FIREPLACE*

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Wi Walk to beach, Wee Packet, Sundae School Ice Cream, secluded, large yard, holiday rental in Dennis
Wi Walk to beach, Wee Packet, Sundae School Ice Cream, secluded, large yard, holiday rental in Dennis
Wi Walk to beach, Wee Packet, Sundae School Ice Cream, secluded, large yard, holiday rental in Dennis

Wi Walk to beach, Wee Packet, Sundae School Ice Cream, secluded, large yard

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Driftwood Cottage 3 BDRM - Walk to beach -, holiday rental in Dennis
Driftwood Cottage 3 BDRM - Walk to beach -, holiday rental in Dennis
Driftwood Cottage 3 BDRM - Walk to beach -, holiday rental in Dennis

Driftwood Cottage 3 BDRM - Walk to beach -

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Walk to Mayflower Beach! , holiday rental in Dennis
Walk to Mayflower Beach! , holiday rental in Dennis
Walk to Mayflower Beach! , holiday rental in Dennis

Walk to Mayflower Beach!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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⭐️FABULOUS WATERFRONT⭐️3BDRM/2BTHRM  2 Fireplaces! 2 Kayaks  PetFriendly!, holiday rental in Dennis
⭐️FABULOUS WATERFRONT⭐️3BDRM/2BTHRM  2 Fireplaces! 2 Kayaks  PetFriendly!, holiday rental in Dennis
⭐️FABULOUS WATERFRONT⭐️3BDRM/2BTHRM  2 Fireplaces! 2 Kayaks  PetFriendly!, holiday rental in Dennis

⭐️FABULOUS WATERFRONT⭐️3BDRM/2BTHRM 2 Fireplaces! 2 Kayaks PetFriendly!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Best of Both Worlds on Swan Pond, holiday rental in Dennis
Best of Both Worlds on Swan Pond, holiday rental in Dennis
Best of Both Worlds on Swan Pond, holiday rental in Dennis

Best of Both Worlds on Swan Pond

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly renovated cottage just steps to private beach!, holiday rental in Dennis
Newly renovated cottage just steps to private beach!, holiday rental in Dennis
Newly renovated cottage just steps to private beach!, holiday rental in Dennis

Newly renovated cottage just steps to private beach!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Third house from South Village Beach for great family vacation on Cape Cod, holiday rental in Dennis
Third house from South Village Beach for great family vacation on Cape Cod, holiday rental in Dennis
Third house from South Village Beach for great family vacation on Cape Cod, holiday rental in Dennis

Third house from South Village Beach for great family vacation on Cape Cod

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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6 bedroom 3 bath Home with Central A/C, Walk to Beach, Gated Yard, Wifi, HD TV, holiday rental in Dennis
6 bedroom 3 bath Home with Central A/C, Walk to Beach, Gated Yard, Wifi, HD TV, holiday rental in Dennis
6 bedroom 3 bath Home with Central A/C, Walk to Beach, Gated Yard, Wifi, HD TV, holiday rental in Dennis

6 bedroom 3 bath Home with Central A/C, Walk to Beach, Gated Yard, Wifi, HD TV

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Hidden paradise in Quivet Neck, holiday rental in Dennis
Hidden paradise in Quivet Neck, holiday rental in Dennis
Hidden paradise in Quivet Neck, holiday rental in Dennis

Hidden paradise in Quivet Neck

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Cape Cod Oceanfront Beachfront New Condo with Ocean View & Private Sandy Beach!, holiday rental in Dennis
Cape Cod Oceanfront Beachfront New Condo with Ocean View & Private Sandy Beach!, holiday rental in Dennis
Cape Cod Oceanfront Beachfront New Condo with Ocean View & Private Sandy Beach!, holiday rental in Dennis

Cape Cod Oceanfront Beachfront New Condo with Ocean View & Private Sandy Beach!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quaint cottage 100 steps from the Beach, holiday rental in Dennis
Quaint cottage 100 steps from the Beach, holiday rental in Dennis
Quaint cottage 100 steps from the Beach, holiday rental in Dennis

Quaint cottage 100 steps from the Beach

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Amazing LAKEFRONT Property, only 2 miles to beach, holiday rental in Dennis
Amazing LAKEFRONT Property, only 2 miles to beach, holiday rental in Dennis
Amazing LAKEFRONT Property, only 2 miles to beach, holiday rental in Dennis

Amazing LAKEFRONT Property, only 2 miles to beach

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Flexible Cancellation, Walk to MayflowerBeach, Massive sunny deck, Squeeky Clean, holiday rental in Dennis
Flexible Cancellation, Walk to MayflowerBeach, Massive sunny deck, Squeeky Clean, holiday rental in Dennis
Flexible Cancellation, Walk to MayflowerBeach, Massive sunny deck, Squeeky Clean, holiday rental in Dennis

Flexible Cancellation, Walk to MayflowerBeach, Massive sunny deck, Squeeky Clean

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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GEM! Aug. 22-29 Open!  Beaches .7, Walk to Town, Bikes, Linens- HUGE yard, holiday rental in Dennis
GEM! Aug. 22-29 Open!  Beaches .7, Walk to Town, Bikes, Linens- HUGE yard, holiday rental in Dennis
GEM! Aug. 22-29 Open!  Beaches .7, Walk to Town, Bikes, Linens- HUGE yard, holiday rental in Dennis

GEM! Aug. 22-29 Open! Beaches .7, Walk to Town, Bikes, Linens- HUGE yard

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach, holiday rental in Dennis
Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach, holiday rental in Dennis
Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach, holiday rental in Dennis

Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Glendon Beach Cottage #97 100 yds to the beach , holiday rental in Dennis
Glendon Beach Cottage #97 100 yds to the beach , holiday rental in Dennis
Glendon Beach Cottage #97 100 yds to the beach , holiday rental in Dennis

Glendon Beach Cottage #97 100 yds to the beach

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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High end family rental, New renovation, 5-mins to Mayflower Beach!, holiday rental in Dennis
High end family rental, New renovation, 5-mins to Mayflower Beach!, holiday rental in Dennis
High end family rental, New renovation, 5-mins to Mayflower Beach!, holiday rental in Dennis

High end family rental, New renovation, 5-mins to Mayflower Beach!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cape Cod summer home, less than a mile to the beach, lots of space inside & out, holiday rental in Dennis
Cape Cod summer home, less than a mile to the beach, lots of space inside & out, holiday rental in Dennis
Cape Cod summer home, less than a mile to the beach, lots of space inside & out, holiday rental in Dennis

Cape Cod summer home, less than a mile to the beach, lots of space inside & out

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Perfect Private Location 5 min to beach.  Secluded Open Space, holiday rental in Dennis
Perfect Private Location 5 min to beach.  Secluded Open Space, holiday rental in Dennis
Perfect Private Location 5 min to beach.  Secluded Open Space, holiday rental in Dennis

Perfect Private Location 5 min to beach. Secluded Open Space

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Walk to beach-Ocean Drive, Updated Cottage, holiday rental in Dennis
Walk to beach-Ocean Drive, Updated Cottage, holiday rental in Dennis
Walk to beach-Ocean Drive, Updated Cottage, holiday rental in Dennis

Walk to beach-Ocean Drive, Updated Cottage

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Capt Benjamin Chase's Cape Cod Farm House - Walk to Beach, holiday rental in Dennis
Capt Benjamin Chase's Cape Cod Farm House - Walk to Beach, holiday rental in Dennis
Capt Benjamin Chase's Cape Cod Farm House - Walk to Beach, holiday rental in Dennis

Capt Benjamin Chase's Cape Cod Farm House - Walk to Beach

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Beachfront Vacation Cottage on Nantucket Sound., holiday rental in Dennis
Beachfront Vacation Cottage on Nantucket Sound., holiday rental in Dennis
Beachfront Vacation Cottage on Nantucket Sound., holiday rental in Dennis

Beachfront Vacation Cottage on Nantucket Sound.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Home Away From Home!, holiday rental in Dennis
Home Away From Home!, holiday rental in Dennis
Home Away From Home!, holiday rental in Dennis

Home Away From Home!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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YOUR FAMILY DREAM VACATION ! 150 YDS TO OCEAN !, holiday rental in Dennis
YOUR FAMILY DREAM VACATION ! 150 YDS TO OCEAN !, holiday rental in Dennis
YOUR FAMILY DREAM VACATION ! 150 YDS TO OCEAN !, holiday rental in Dennis

YOUR FAMILY DREAM VACATION ! 150 YDS TO OCEAN !

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Walk to Ocean and Lake from Beautiful East Dennis Neighborhood, holiday rental in Dennis
Walk to Ocean and Lake from Beautiful East Dennis Neighborhood, holiday rental in Dennis
Walk to Ocean and Lake from Beautiful East Dennis Neighborhood, holiday rental in Dennis

Walk to Ocean and Lake from Beautiful East Dennis Neighborhood

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Historic East Dennis Farmhouse - Dog Friendly, holiday rental in Dennis
Historic East Dennis Farmhouse - Dog Friendly, holiday rental in Dennis
Historic East Dennis Farmhouse - Dog Friendly, holiday rental in Dennis

Historic East Dennis Farmhouse - Dog Friendly

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Townhouse Walk To Beach with AC, holiday rental in Dennis
Townhouse Walk To Beach with AC, holiday rental in Dennis
Townhouse Walk To Beach with AC, holiday rental in Dennis

Townhouse Walk To Beach with AC

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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STUNNING OCEANFRONT PROPERTY W/AMAZING VIEWS!, holiday rental in Dennis
STUNNING OCEANFRONT PROPERTY W/AMAZING VIEWS!, holiday rental in Dennis
STUNNING OCEANFRONT PROPERTY W/AMAZING VIEWS!, holiday rental in Dennis

STUNNING OCEANFRONT PROPERTY W/AMAZING VIEWS!

Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cape Cod Fun & Sun WIFI Central A/C, holiday rental in Dennis
Cape Cod Fun & Sun WIFI Central A/C, holiday rental in Dennis
Cape Cod Fun & Sun WIFI Central A/C, holiday rental in Dennis

Cape Cod Fun & Sun WIFI Central A/C

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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