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Orleans
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Orleans, MA Holiday Rentals, Apartments and Villas
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290 rentals
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15553 - New Renovation, Abutting Conservation Land, Walk to Water
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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5 Nauset Farms Lane 119181
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Charming Post & Beam Near State Park and Pond
49 reviews
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
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Stunning Property with Private Heated Pool, Walk to Ocean Beaches, Sleeps 12
48 reviews
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
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East Orleans - walk to Nauset Beach
48 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Highly Rated Cottage in Orleans, Cape Cod
59 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Luxury 7 BR, 4 BA w/ Unique 60 foot Private Pool, .4 Miles to Beach
47 reviews
Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 21
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Walk to Crystal Lake; private Tennis Court; Basketball Hoop
32 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
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#504: Fully updated, walk to Rock Harbor, 2 min drive to downtown, central A/C!
30 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Quaint Cape Near Beaches And Centrally Located
33 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches
29 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
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Cozy Cottage in Orleans MA, within walking distance to Bakers Pond
23 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Stunning Ocean Front Luxury Home on Nauset Beach with A/C & WiFi
25 reviews
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 16
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Charming Restored Cottage near Nauset Beach: The Summer House: walk to ice cream
8 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Your perfect Cape Cod Getaway! Fully renovated cottage minutes from the beach!
29 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Relax in the huge yard or just two miles to Nauset beach
22 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Booking now Summer 2021!
24 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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#515: Private beach just 10 feet from Crystal Lake! Brand new renovation!
21 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Reserve your luxury vacation for 2021!
18 reviews
Holiday Rental House
8 bedrooms
9 bathrooms
Sleeps 20
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CHARMING WATERFRONT LAKE HOUSE ON SPRING FED PILGRIM LAKE
36 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
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Family home, 2 mi to Nauset Beach, sleep 8+, perfect for 2 families
17 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Spacious five BR only 5 min to Nauset Beach with convenient Pochet Inlet access
17 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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Charming Cottage w/ Deck - Walk to Skaket Beach!
19 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Salty Dog Cottage In East Orleans With Access To Town Cove
34 reviews
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
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Skaket Beach - 4 BR/3 BA - Post and Beam Walk to Skaket
21 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Walk to Skaket Beach
29 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
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#526: Luxury waterfront, private sunbathing beach. 9-seat movie theater - GAME R
16 reviews
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
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#502: COMPLETELY Renovated, Walk to Water & Preservation Land!
20 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Your perch to the Cape's best ocean view with private Nauset access for 8!
18 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Rock Harbor Retreat - Architecturally Designed with Many Extras!!
15 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Quaint & Immaculate on Town Cove in East Orleans
15 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Walk to Nauset Beach, Great for Families, Park-like Grounds
13 reviews
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 10
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Spacious Orleans Apartment With Private Beach Access
16 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Nautical Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly
21 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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#527: Deeded Beach Access, Walk to Water, Large Deck, Private Location!
14 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Great cottage close to Nauset Beach; 040-O
12 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Central AC, Spacious, 5-level, beautiful home, near lakes and beach
20 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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41 Pochet Rd 18558
7 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Enchanting Waterfront Escape on Pleasant Bay
24 reviews
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 7
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Comfy Cape Cod studio, five minute walk to beach - great weekend getaway!
40 reviews
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
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5 BR/4 bath w/heated pool .2 miles to Nauset Beach
12 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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Delightfully Located Home Near Scenic Pah Wah Pond
12 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Romantic Orleans Waterfront Cottage!
13 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Near Orleans Center with water views and a heated Pool! 039-O; sleeps 24
10 reviews
Holiday Rental House
10 bedrooms
11 bathrooms
Sleeps 24
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#505: Walk to Nauset Beach! Private yard & large private patio!
16 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Waterfront- E Orleans! Panoramic Views, Dock, Central Air, Kayaks, Walk to Shop
14 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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#529: Gorgeous Home w/ Water Views, Brand New Construction, Near Nauset Beach!
11 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
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Charming Family-Friendly Home On Beach Rd. Close To Nauset Beach & Village Ctr.
15 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Arts & Crafts Style Home: Great for Two Families
15 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Stunning East Orleans Residence 2 Miles from Nauset Beach
9 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Frequently Asked Questions about Orleans
Do any holiday rentals in Orleans have a pool?
Yes, here are some popular holiday rentals in Orleans that have a pool:\n
\n
Beautiful Cape Cod vacation home with brand new pool
\n
Stunning Property with Private Heated Pool, Walk to Ocean Beaches, Sleeps 12
\n
Luxury 7 BR, 4 BA w/ Unique 60 foot Private Pool, .4 Miles to Beach
\n
\n
See all holiday rentals with a pool in Orleans on Tripadvisor
Do any holiday rentals in Orleans have internet access?
Yes, here are some popular holiday rentals in Orleans that have internet access:\n
\n
5 Blueberry Island Road 18404
\n
10 Shorewood Drive 18402
\n
17 Center Place 18374
\n
\n
See all holiday rentals in Orleans on Tripadvisor
What are the best pet friendly rentals in Orleans?
The best pet friendly rentals in Orleans are:\n
\n
Landers Lane 18200
\n
28 Kings Way 95117
\n
Timeless Tonset Treasure
\n
\n
See all pet friendly holiday rentals in Orleans on Tripadvisor
What are some great rentals in Orleans that are kid friendly?
Some of the most popular kid friendly rentals in Orleans are:\n
\n
5 Blueberry Island Road 18404
\n
10 Shorewood Drive 18402
\n
17 Center Place 18374
\n
\n
See all kid friendly holiday rentals in Orleans on Tripadvisor