Orleans Holiday Rentals
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5 mi
349 rentals in Orleans.
Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Large Heated Pool & Hot Tub - 5 Minutes from Nauset Beach
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 21
Match: Sleeps
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Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 26
Match: Sleeps
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Amazing location! Quiet, picturesque neighborhood!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront retreat w/ deck, dock, sandy beach, 3 watercraft, <6 mins to 2 beaches
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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4 Doane Terrace
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Affiliated with FlipKey
5 bedrooms ocean view estate overlooking cape cod bay
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Rock Harbor Retreat - OWNER'S SPECIAL RATE --Sept. 4 to 7 & 10 to 13
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Come enjoy Orleans and Chatham
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Short bike trail <1mile to Skaket Beach Cape Home with Hot-tub and Gas Fireplace
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Stunning Property with Private Heated Pool, Walk to Ocean Beaches, Sleeps 12
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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1 Mile to Beach & Dogs Welcome!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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East Orleans - walk to Nauset Beach
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Pristine Cottage in Orleans: AC, outdoor shower+ firepit, walk to Bakers Pond
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Peaceful Nauset Beach Sanctuary
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fantastic Home by Eldridge Park!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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CHARMING WATERFRONT LAKE HOUSE ON SPRING FED PILGRIM LAKE
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private, Recently Updated Home A Short Walk Down Private Path to Skaket Beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Your perch to the Cape's best ocean view with private Nauset access for 8!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Renovated 1820’s Historic Cape House
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautifully remodeled cottage near the beach with central AC, gas grill & lawn
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Comfy Studio Cottage, Walk to Beach & Dining - 300 Yards to Nauset Beach
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Comfy Cape Cod studio, 5-minute walk to beach - great weekend getaway
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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1 bedroom with den sleeps 4 in Orleans near Skaket beach
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy apartment in a quiet wooded neighborhood, just 2 miles from Nauset Beach.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hensons Cove - Updated 2 Bedroom Near Water and Nature Trails
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Walk to the beach at Little Pleasant Bay from this newly decorated cottage!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Central location! Bungalow for 2 + Garden & BBQ
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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2 mins from Nauset Beach!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Affiliated with FlipKey
1 min drive to Rock Harbor, 2 min to Town!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Affiliated with FlipKey
Orleans Cottage with Water Views
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lakefront Townhouse Condo in Cape Cod, MA
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Affiliated with FlipKey
Captain's Quarters by Nauset Beach
Cabin Holiday Rental
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Affiliated with FlipKey
Cozy Cottage Near Rock Harbor
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Charming Restored Cottage near Nauset Beach: The Summer House: walk to ice cream
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Affiliated with FlipKey
Walk to Nauset from this Cozy Cottage!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Waterfront Home With Heated Pool
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Affiliated with FlipKey
Unit 11 37246
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Affiliated with FlipKey
Cozy updated cottage!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Orleans Apartment With Private Beach Access
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Antique Cottage with King Bed, Kitchen, Bath, Private Yard & Path to Arey's Pond
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Romantic Orleans Waterfront Cottage!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beachfront on Skaket Beach!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Affiliated with FlipKey
Walk to Water & Preservation Land!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Peaceful Pondfront Sanctuary
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Refurbished Cottage with Views of Town Cove
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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17 Center Place 18374
Holiday Rental House
2 bedrooms
0 bathrooms
Sleeps 4
Match: Sleeps
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Affiliated with FlipKey
Beachfront on Skaket Water Views!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Affiliated with FlipKey
2 mins from Nauset Beach!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-50 of 349
Frequently Asked Questions about Orleans
- Yes, here are some popular holiday rentals in Orleans that have a pool:See all holiday rentals with a pool in Orleans on Tripadvisor
- Yes, here are some popular holiday rentals in Orleans that have internet access:
- Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches
- Large Heated Pool & Hot Tub - 5 Minutes from Nauset Beach
- Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
- Some of the most popular kid friendly rentals in Orleans are:
- Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches
- Large Heated Pool & Hot Tub - 5 Minutes from Nauset Beach
- Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
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