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Holiday Homes in Orleans

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178 rentals in Orleans.
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76 Barley Neck Road 20443, holiday rental in Orleans

76 Barley Neck Road 20443

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

Landers Lane 18200

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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16 PRIMROSE LANE 123468, holiday rental in Orleans

16 PRIMROSE LANE 123468

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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41 Pochet Rd 18558, holiday rental in Orleans

41 Pochet Rd 18558

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Highly Rated Cottage in Orleans, Cape Cod, holiday 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, holiday 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, holiday 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, holiday 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, holiday rental in Orleans

Quaint Cape Near Beaches And Centrally Located

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Unit #5 39659, holiday rental in Orleans

Unit #5 39659

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Orleans Pilgrim Lake Waterfront Home, holiday 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, holiday 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, holiday 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!, holiday 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!, holiday 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, holiday 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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6 Twitchknot Farm Way 18018, holiday rental in Orleans

6 Twitchknot Farm Way 18018

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Enchanting Waterfront Escape on Pleasant Bay, holiday rental in Orleans

Enchanting Waterfront Escape on Pleasant Bay

4 bedrooms
5 bathrooms
Sleeps 7
Match: Sleeps
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Your perch to the Cape's best ocean view with private Nauset access for 8!, holiday 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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Walk to Skaket Beach, holiday rental in Orleans

Walk to Skaket Beach

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Comfy studio cottage,  walk to beach & dining -  300 yards to Nauset Beach!, holiday 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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Family-friendly, Colonial-style home complete w/ three-seasons patio & gas grill, holiday 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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2 Greymoor Way 18282, holiday rental in Orleans

2 Greymoor Way 18282

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Nautical Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly, holiday 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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14 Iyanough Road 80840, holiday rental in Orleans

14 Iyanough Road 80840

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront,88 Tonset Road ID ***********, holiday rental in Orleans

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

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Reserve your luxury vacation for 2021!, holiday rental in Orleans

Reserve your luxury vacation for 2021!

8 bedrooms
9 bathrooms
Sleeps 22
Match: Sleeps
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29 Greymoor Way 18520, holiday rental in Orleans

29 Greymoor Way 18520

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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#519: Private beach access, Screened in dining, Wrap around porch! Dog friendly!, holiday 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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Great cottage close to Nauset Beach; 040-O, holiday rental in Orleans

Great cottage close to Nauset Beach; 040-O

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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12 Nauset Knolls Lane 71341, holiday rental in Orleans

12 Nauset Knolls Lane 71341

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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17 Center Place 18374, holiday rental in Orleans

17 Center Place 18374

2 bedrooms
0 bathrooms
Sleeps 4
Match: Sleeps
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Charming, Renovated 1870s Home with Private Beach, holiday rental in Orleans

Charming, Renovated 1870s Home with Private Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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4 miles to beaches & 1 mile to lakes! Family friendly, BBQ, A/C, full kitchen!, holiday 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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Main House 37244, holiday rental in Orleans

Main House 37244

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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#526: Luxury waterfront, private sunbathing beach. 9-seat movie theater - GAME R, holiday 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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Near Orleans Center with water views and a heated Pool! 039-O; sleeps 24, holiday 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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Spacious Nauset Beach Home Sleeps 12+, 5 minute walk to beach, hot tub, holiday 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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Spacious five BR only 5 min to Nauset Beach with convenient Pochet Inlet access, holiday 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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Path to Skaket Beach, holiday rental in Orleans

Path to Skaket Beach

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

Steps to Skaket Beach!

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

6 Bayberry Way 18591

2 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Updated East Orleans 6 Bedroom Home with Heated Pool, linens incl. 004-O, holiday 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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10 Cedar Land Road 40510, holiday rental in Orleans

10 Cedar Land Road 40510

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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48 Nauset Road 22262, holiday rental in Orleans

48 Nauset Road 22262

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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'Up There' 39452, holiday rental in Orleans

'Up There' 39452

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Cottage Overlooking Rock Harbor Creek, holiday 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, holiday rental in Orleans

97 Pochet Road 93127

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Charming Cape Cod Home, holiday rental in Orleans

Charming Cape Cod Home

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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On the Waterfront of Nauset Heights, holiday rental in Orleans

On the Waterfront of Nauset Heights

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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