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Orleans Vacation Rentals

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180 rentals in Orleans.
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41 Pochet Rd 18558, vacation rental in Orleans

41 Pochet Rd 18558

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Landers Lane 18200, vacation rental in Orleans

Landers Lane 18200

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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#519: Private beach access, Screened in dining, Wrap around porch! Dog friendly!, vacation rental in Orleans

#519: Private beach access, Screened in dining, Wrap around porch! Dog friendly!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Highly Rated Cottage in Orleans, Cape Cod, vacation rental in Orleans

Highly Rated Cottage in Orleans, Cape Cod

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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East Orleans - walk to Nauset Beach, vacation rental in Orleans

East Orleans - walk to Nauset Beach

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Walk to Crystal Lake; private Tennis Court; Basketball Hoop, vacation rental in Orleans

Walk to Crystal Lake; private Tennis Court; Basketball Hoop

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Luxury 7 BR, 4 BA w/ Unique 60 foot Private Pool, .4 Miles to Beach, vacation rental in Orleans

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

7 bedrooms
4 bathrooms
Sleeps 21
Match: Sleeps
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Quaint Cape Near Beaches And Centrally Located, vacation rental in Orleans

Quaint Cape Near Beaches And Centrally Located

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Orleans Pilgrim Lake Waterfront Home, vacation rental in Orleans

Beautiful Orleans Pilgrim Lake Waterfront Home

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Charming Restored Cottage near Nauset Beach: The Summer House: walk to ice cream, vacation rental in Orleans

Charming Restored Cottage near Nauset Beach: The Summer House: walk to ice cream

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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CHARMING WATERFRONT LAKE HOUSE ON SPRING FED PILGRIM LAKE, vacation rental in Orleans

CHARMING WATERFRONT LAKE HOUSE ON SPRING FED PILGRIM LAKE

2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Booking now Summer 2021!, vacation rental in Orleans

Booking now Summer 2021!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Your perfect Cape Cod Getaway!  Fully renovated cottage minutes from the beach!, vacation rental in Orleans

Your perfect Cape Cod Getaway! Fully renovated cottage minutes from the beach!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Family home, 2 mi to Nauset Beach, sleep 8+, perfect for 2 families, vacation rental in Orleans

Family home, 2 mi to Nauset Beach, sleep 8+, perfect for 2 families

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Enchanting Waterfront Escape on Pleasant Bay, vacation rental in Orleans

Enchanting Waterfront Escape on Pleasant Bay

4 bedrooms
5 bathrooms
Sleeps 7
Match: Sleeps
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Walk to Skaket Beach, vacation rental in Orleans

Walk to Skaket Beach

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Your perch to the Cape's best ocean view with private Nauset access for 8!, vacation rental in Orleans

Your perch to the Cape's best ocean view with private Nauset access for 8!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Comfy studio cottage,  walk to beach & dining -  300 yards to Nauset Beach!, vacation rental in Orleans

Comfy studio cottage, walk to beach & dining - 300 yards to Nauset Beach!

0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Reserve your luxury vacation for 2021!, vacation rental in Orleans

Reserve your luxury vacation for 2021!

8 bedrooms
9 bathrooms
Sleeps 22
Match: Sleeps
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Nautical Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly, vacation rental in Orleans

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

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Family-friendly, Colonial-style home complete w/ three-seasons patio & gas grill, vacation rental in Orleans

Family-friendly, Colonial-style home complete w/ three-seasons patio & gas grill

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Great cottage close to Nauset Beach; 040-O, vacation rental in Orleans

Great cottage close to Nauset Beach; 040-O

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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14 Iyanough Road 80840, vacation rental in Orleans

14 Iyanough Road 80840

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming, Renovated 1870s Home with Private Beach, vacation rental in Orleans

Charming, Renovated 1870s Home with Private Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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29 Greymoor Way 18520, vacation rental in Orleans

29 Greymoor Way 18520

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 Greymoor Way 18282, vacation rental in Orleans

2 Greymoor Way 18282

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront,88 Tonset Road ID ***********, vacation rental in Orleans

Waterfront,88 Tonset Road ID ***********

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Near Orleans Center with water views and a heated Pool! 039-O; sleeps 24, vacation rental in Orleans

Near Orleans Center with water views and a heated Pool! 039-O; sleeps 24

10 bedrooms
11 bathrooms
Sleeps 24
Match: Sleeps
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17 Center Place 18374, vacation rental in Orleans

17 Center Place 18374

2 bedrooms
0 bathrooms
Sleeps 4
Match: Sleeps
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Updated East Orleans 6 Bedroom Home with Heated Pool, linens incl. 004-O, vacation rental in Orleans

Updated East Orleans 6 Bedroom Home with Heated Pool, linens incl. 004-O

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Spacious Nauset Beach Home Sleeps 12+, 5 minute walk to beach, hot tub, vacation rental in Orleans

Spacious Nauset Beach Home Sleeps 12+, 5 minute walk to beach, hot tub

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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4 miles to beaches & 1 mile to lakes! Family friendly, BBQ, A/C, full kitchen!, vacation rental in Orleans

4 miles to beaches & 1 mile to lakes! Family friendly, BBQ, A/C, full kitchen!

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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#526: Luxury waterfront, private sunbathing beach. 9-seat movie theater - GAME R, vacation rental in Orleans

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

6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Main House 37244, vacation rental in Orleans

Main House 37244

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Unit #5 39659, vacation rental in Orleans

Unit #5 39659

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious five BR only 5 min to Nauset Beach with convenient Pochet Inlet access, vacation rental in Orleans

Spacious five BR only 5 min to Nauset Beach with convenient Pochet Inlet access

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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5-BR Beach House Directly On Nauset Beach, Best Views on the East Coast; 017-O, vacation rental in Orleans

5-BR Beach House Directly On Nauset Beach, Best Views on the East Coast; 017-O

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Path to Skaket Beach, vacation rental in Orleans

Path to Skaket Beach

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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10 Cedar Land Road 40510, vacation rental in Orleans

10 Cedar Land Road 40510

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Steps to Skaket Beach!, vacation rental in Orleans

Steps to Skaket Beach!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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6 Bayberry Way 18591, vacation rental in Orleans

6 Bayberry Way 18591

2 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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76 Barley Neck Road 20443, vacation rental in Orleans

76 Barley Neck Road 20443

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New listing! Stylish Orleans home w/ spacious deck - near bay & ocean beaches!, vacation rental in Orleans

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

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Cottage Overlooking Rock Harbor Creek, vacation rental in Orleans

Cozy Cottage Overlooking Rock Harbor Creek

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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97 Pochet Road 93127, vacation rental in Orleans

97 Pochet Road 93127

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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6 Twitchknot Farm Way 18018, vacation rental in Orleans

6 Twitchknot Farm Way 18018

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stunning Carriage House, vacation rental in Orleans

Stunning Carriage House

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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'Up There' 39452, vacation rental in Orleans

'Up There' 39452

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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On the Banks of Rock Harbor Creek, vacation rental in Orleans

On the Banks of Rock Harbor Creek

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Charming Cape Cod Home, vacation rental in Orleans

Charming Cape Cod Home

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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