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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 13
Home / 5 Bedrooms / Sleeps 13

from

$575

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:13
Type:Home
Per night:$575 - $1,000
Per month:$17,250 - $30,000
Pets allowed:No
Internet:Yes

Floor Plans, 101 Reviews and Pictures await you at the site: Briar Point Properties. This is East Orleans' premier rental estate; now review rated #1 on Cape Cod for luxury lodging! The privacy and stunning views of the Atlantic Ocean, Nauset Beach and Pochet Island combine to...

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11 Freeman Lane
1 / 17

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$175

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$175
Per month:$5,250
Pets allowed:No
Internet:Yes

Floor plans, 90 Reviews and a full pictorial coverage of 11 Freeman Lane await your viewing on our site: Briar Point Properties. Open your door and walk to Nauset Harbor Beach for a swim, spectacular Atlantic Ocean views and a vista of the Orleans fishing fleet at anchor. This popular...

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Orleans Massachusetts Vacation Rentals - Home
1 / 8

Orleans Home
1 Bedroom / 1 Bathroom / Sleeps 4
Home / 1 Bedroom / Sleeps 4

(1)“ Excellent ”1 Review

from

$145

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$145
Per month:$4,350
Pets allowed:No
Internet:Yes

Bright, open, contemporary post & beam "barn" with lots of glass on a wooded lot. Short walk to Baker's Pond and Higgins Pond and 600 acre Nickerson State Park. Cozy and comfortable with a mix of antiques and contemporary furnishings. Perfect location for mountain biking, hiking,...

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Lovely, calm place

“ Excellent ”
July 2, 2014
We had a wonderful time- the barn, and the lofted bed, were perfect!
Michael West, New Haven, CT

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Orleans Massachusetts Vacation Rentals - Home
1 / 26

Orleans Home
2 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 2 Bedrooms / Sleeps 8

Bedrooms:2
Bathrooms:3
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

This is the perfect home for your Cape Cod vacation get away. A fabulous newly constructed custom built 2 bedroom plus bonus room, 2. 5 bath home providing wonderful peace and quiet, but with all the conveniences you desire, such as whole house Wi- Fi, fully equipped kitchen, ...

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Front View
1 / 12

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(13)“ Excellent ”13 Reviews

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$150
Per week:$850 - $2,100
Pets allowed:No
Internet:Yes

Nauset beach is just down the road from this East Orleans Village, sun filled home. The quiet private road and 150 foot driveway opens into a large backyard, surrounded by privacy, tall Cape Cod pines and colorful flower beds. [NOTE TO ALL INQUIRERS - PLEASE SEE THE HOUSE'S...

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Great escape!

“ Excellent ”
September 2, 2014
A secluded ideal vacation location. Close to the beach and all Orleans has to offer, yet a private setting with amenities to please. Well built home that offers an open floor plan and plenty of space to spread out.
Mary Stott, Medway, MA USA

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View From Deck
1 / 19

Orleans Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

(2)“ Excellent ”2 Reviews

from

$929

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$929
Per week:$6,500
Pets allowed:No
Internet:Yes

Stunning four bedroom, 3, 000 Square Foot home on Town Cove in Orleans, Massachusetts. Incredible views from almost every room in the house. Five 8 foot sliding glass doors with screens open onto deck or balcony facing the Cove. Just renovated, new Deck overlooking Town Cove, ...

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Family vacation

“ Excellent ”
September 5, 2011
Great house, well appointed and very well kept with excellant views - being located in the middle of the cape is also a plus.We would stay at this house again, we all had a great time
Jim OConnor, Southampton PA

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1 / 8

Orleans Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$215

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$215 - $572
Per week:$1,500 - $4,000
Pets allowed:No
Internet:Yes

A very unique haven situated on what was a private family compound with private beach on Cape Cod Bay. The beach is less than 700 feet away via a beautiful sandy path which passes a cranberry bog along the way. The rambling, airy & bright 3000 sq. ft. home has been renovated over...

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View from the beach to the house.
1 / 16

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 9
Home / 5 Bedrooms / Sleeps 9

from

$443

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:9
Type:Home
Per night:$443 - $979
Per week:$3,100 - $6,850
Pets allowed:No
Internet:Yes

Spectacular beach front home perfectly located between Skaket Beach and Rock Harbor. Swim in the Bay or float the "lazy river" of Little Namskaket Creek as the waters ebb and flow with the tides. Beach and creek are ideal for kids and steps away from your house! Relax on the expansive...

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dining room view at high tide
1 / 20

Orleans Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 12
Home / 4 Bedrooms / Sleeps 12

(3)“ Poor ”3 Reviews

Bedrooms:4
Bathrooms:3.5
Sleeps:12
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

Welcome to Mallard View Estate. Perched at the edge of a huge pristine salt marsh, this 3000 sq foot ocean- view estate is less than 1 mile to center of town, Skaket Beach, Rock Harbor, and bike bath. Fabulous secluded location at the end of a quiet cul- de sac in an exclusive...

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Worst property I have rented.

“ Poor ”
December 5, 2009
I rented this property for a fmaily vacation and I cant begin to describe how poor the whole experience was. Save your money and rent elsewhere. The house was not cleaned upon arrival, and was in a general state of disrepair. There were missing screens on many windows(inexcusable in the middle of summer. The house wreaked of fish. The basement was musty to the point it was unlivable, forcing adults to share the upstairs bedroom or sleep on floors. Many appliances did not work properly including dehumidifier and dishwasher. Even worse, the owner was unresponsive and dishonest. He kept our security deposit, accusing us of causing damage, and never returned any phone calls or emails to clarify why. Save yourself the hassle and the money and rent elsewhere on the cape.
J, New England

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Outside Front View
1 / 23

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$200 - $272
Per week:$1,400 - $1,900
Pets allowed:No
Internet:Yes

1 Mile to Skaket Beach, King Bed, 3 ACs & WIFI - This is a classic Cape Cod home in a private location between the Bay and the Atlantic with cooling cross breezes, close proximity to Skaket Beach and Orleans center. This three bedroom, two bath property with a private yard is...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
5 Bedrooms / 2 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$258

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:10
Type:Home
Per night:$258 - $686
Per week:$1,800 - $4,800
Pets allowed:No
Internet:No

Incredible spot! Expansive Cape cottage on a bluff in Nauset Heights overlooking Nauset Inlet and the Atlantic with a newer upper level deck and a private stairway down to the beach. Casual Olde Cape Cod with pine panelling throughout. The main floor bedrooms consist of a large bedroom...

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Orleans Massachusetts Vacation Rentals - Home
1 / 20

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$515

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$515 - $572
Per week:$3,600 - $4,000
Pets allowed:No
Internet:No

Crystal Lake Waterfront! Enjoy fresh water swimming right outside your door! This wonderful, private spot is ideal for the extended family offering 5 bedrooms plus an office/den, including an incredibly spacious master bedroom suite and two other bedrooms that open out onto a ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$750

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$750
Per week:$5,250
Pets allowed:No
Internet:No

Cape Cod elegance describes this beautiful, expansive home which sits peacefully at the end of the cul- de- sac overlooking the natural beauty of a multi- acre cranberry bog and pond. Ideal for the larger gathering with its great room with soaring cathedral ceiling, gorgeous eat-...

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Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$140

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$140 - $186
Per week:$975 - $1,300
Pets allowed:No
Internet:Yes

Adorable cottage located in a wonderful East Orleans neighborhood near Mill Pond and Snow Shore Landing. The interior of this cottage is as cute as a button. Updates include new outdoor furniture, mattresses, and brand- new ductless AIR- CONDITIONING. Just steps away from Robert's...

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Orleans Massachusetts Vacation Rentals - Home
1 / 8

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$200 - $279
Per week:$1,400 - $1,950
Pets allowed:No
Internet:No

Charming ranch on a quiet lane offering a idyllic setting right on Henson's Cove. There are many ways to enjoy the outdoors at this wonderful location. Bring your kayak or canoe to paddle Pleasant Bay, enjoy beautiful fresh water swimming at nearby Crystal Lake, walk the conservation...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$200 - $258
Per week:$1,400 - $1,800
Pets allowed:No
Internet:No

This nicely furnished, pet- friendly home is located on a quiet wooded lot close to the Rail Trail, center of town and Skaket Beach. The first level of the home features an updated kitchen with dining table, living area, full bathroom with tub/shower, and one bedroom with two...

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Orleans Massachusetts Vacation Rentals - Home
1 / 8

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$236

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$236 - $293
Per week:$1,650 - $2,050
Pets allowed:No
Internet:No

Very spacious and nicely appointed home perfect for the larger get- together. Located on a wooded lot close to Little Pleasant Bay and the Paw Wah Pond boat ramp. Enjoy the nice deck and all amenities, including an updated kitchen and new flat- screen TV- - plus CENTRAL A/C! Off...

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Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$186

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$186 - $286
Per week:$1,300 - $2,000
Pets allowed:Yes
Internet:No

AT SKAKET BEACH! This charming renovated 1927 Cape has ample room for 6, a master bedroom with a vaulted ceiling and a private half- bath, plus a lovely wraparound porch with hammock. The sunny interior features newly- painted floors, comfy furnishings throughout and excellent...

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Orleans Massachusetts Vacation Rentals - Home
1 / 10

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$215 - $300
Per week:$1,500 - $2,100
Pets allowed:No
Internet:No

Located in the desirable Captain Linnell area of Orleans, this home offers one floor living, a large yard, and is pet friendly! This lovely 3 bedroom, 1 bath home is just . 3 miles to beautiful Skaket Beach and features cable TV, wireless internet and air conditioning! The ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$143 - $272
Per week:$1,000 - $1,900
Pets allowed:No
Internet:No

Enjoy an expansive layout at this antique 3 bedroom, 3 full bath home featuring a living room, two dens, dining room, large open kitchen and much more! On the first level is a Master Suite with a queen sized bed and full bathroom, with a shower and large soaking tub. Just off...

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Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$115

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$115 - $158
Per week:$800 - $1,100
Pets allowed:No
Internet:No

This cozy two bedroom, one bath cottage is located on the Cape Cod Rail Trail and is within ž of a mile to Skaket Beach on Cape Cod Bay. It offers a large yard for outdoor activities. Added amenities include a window A/C unit and wireless internet. NOTE: Additional, non- refundable...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 5 Bedrooms / Sleeps 8

from

$458

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:8
Type:Home
Per night:$458 - $600
Per week:$3,200 - $4,200
Pets allowed:No
Internet:Yes

Located overlooking the sands of Nauset Beach, this spotless vacation home is as true a Cape Cod experience as you could ever find. Complete with 5 bedrooms and 3 full baths, 2 spacious decks for relaxing and grilling, outdoor shower, wireless Internet, AC on the main level, ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

(3)“ Excellent ”3 Reviews

from

$458

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Home
Per night:$458 - $500
Per week:$3,200 - $3,500
Pets allowed:No
Internet:Yes

Spotless vacation home with in- ground pool. This home offers amenities and location at an affordable price. 5 bedroom and 3 1/2 baths, 2 kitchens, extra freezer and fridge, 2 living rooms, sun room, large deck, and a groomed yard make this the perfect home for a large family...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

(3)“ Excellent ”3 Reviews

from

$572

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$572 - $715
Per week:$4,000 - $5,000
Pets allowed:No
Internet:Yes

Contemporary home with private setting just 3/10 mile walk through a private neighborhood association path to Skaket Beach. Back yard overlooks an active cranberry bog! Near the Cape Cod Bike Trail and less than a mile to Rock Harbor fishing fleet. There are 3 decks and a fully screened...

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Orleans Massachusetts Vacation Rentals - Home
1 / 12

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(2)“ Excellent ”2 Reviews

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$258 - $343
Per week:$1,800 - $2,400
Pets allowed:No
Internet:Yes

Charming 3 bedroom home less than 1 mile from Nauset Beach! Situated on over 1 acre of beautiful landscaping, an expansive deck and outdoor shower. Master is on the main level and 2 addtional bedrooms are found upstairs. Kitchen and Dining Area open to the back deck. Living Room...

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Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
4 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(2)“ Excellent ”2 Reviews

from

$343

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$343 - $515
Per week:$2,400 - $3,600
Pets allowed:No
Internet:Yes

Beautiful and spacious vacation home located in one of the best spots in East Orleans. This home offers 4 bedrooms appointed with gorgeous bedding and 3 1/2 artistically tiled bathrooms. The entire home is decorated with a summer theme of the best that Crate and Barrel has to offer....

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Property 77662
1 / 14

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$565

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$565 - $665
Per week:$3,950 - $4,650
Pets allowed:No
Internet:Yes

Rare opportunity to extend your Cape Cod vacation through Labor Day in this Waterfront home in Nauset Heights! (Owner will pro- rate 1 or 2 extra nights onto the weekly rate. ) Perfect Beach House for the beach loving family or couple. Walk out the door to one of Cape Cods most beautiful...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$258 - $315
Per week:$1,800 - $2,200
Pets allowed:Yes
Internet:Yes

A beautifully restored and expanded Cape Cod Home just a short distance to Nauset Beach. House is very spacious with a living room and huge great room with a fireplace. Grab a bite to eat at the breakfast bar, or you may choose to dine in the adjacent Dining Room. A breezeway brings...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$229

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$229 - $308
Per week:$1,600 - $2,150
Pets allowed:No
Internet:No

Waterfront on Cape Cod Bay! This 2 bedroom, 1 bath condo Sits on the Dunes of Skaket Beach. The private stairway takes you to the fabulous deck and entrance of the top floor of condominium with views from Dennis to Provincetown! Enjoy watching the sunset from the deck after a long...

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Orleans Massachusetts Vacation Rentals - Home
1 / 40

Orleans Home
5 Bedrooms / 7 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$779

/ night

Email Owner
Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Home
Per night:$779
Per week:$5,450
Pets allowed:No
Internet:No

$5, 450 PRIME SUMMER WEEKLY RATENestled in the woods of South Orleans on Pleasant Bay on 6. 5 acres, this gorgeous home is a luxurious way to vacation on the lower Cape. The home has over 5000 square feet of living space, 5 bedrooms, 6 full baths, and 1 half bath. Three of the...

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Orleans Massachusetts Vacation Rentals - Home
1 / 20

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 11
Home / 5 Bedrooms / Sleeps 11

from

$429

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:11
Type:Home
Per night:$429 - $643
Per week:$3,000 - $4,500
Pets allowed:No
Internet:Yes

You will find that all your expectations are exceeded in this custom built Cape vacation dream home. The front door opens to an inviting and airy foyer complete with nautical décor and powder room. To the right you enter the large living room with ample seating and flat screen TV...

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Orleans Massachusetts Vacation Rentals - Home
1 / 25

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 9
Home / 3 Bedrooms / Sleeps 9

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:9
Type:Home
Per night:$258 - $386
Per week:$1,800 - $2,700
Pets allowed:Yes
Internet:Yes

Charming Cape Cod Antique in the Weeset area of East Orleans. There are many unusual and exciting elements to this rental. The owner is offering the use of a four- wheel drive vehicle to a two or more week reservation with access to both drive- on beaches at Nauset. The tenant must...

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Orleans Massachusetts Vacation Rentals - Home
1 / 8

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$129

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$129 - $143
Per week:$900 - $1,000
Pets allowed:Yes
Internet:No

This rustic cottage is on a peninsula surrounded by salt water with views of Mill Pond. It is clearly an outstanding property offering exceptional privacy. PET- FRIENDLY, too! Very spacious yard. Enjoy boating, fishing or just relaxing. Additional amenities include: outdoor shower...

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Orleans Massachusetts Vacation Rentals - Home
1 / 12

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$158

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$158
Per week:$1,100
Pets allowed:No
Internet:Yes

Off the beaten path, this comfortable roomy ranch with finished basement is in a wooded area close to Bakers Pond and Higgins Pond. Have it all when your vacationing on the Cape. A recreational fresh water lake right in the neighborhood and easy access to the great beaches in Orleans...

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Orleans Massachusetts Vacation Rentals - Home
1 / 24

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$286 - $486
Per week:$2,000 - $3,400
Pets allowed:No
Internet:Yes

27 Pond Road, OrleansNestled on a private 1. 5- acre wooded lot, this charming and newly constructed home combines comfort with gracious living! The large kitchen features high- end appliances, marble counters, breakfast booth with bay windows and opens to the dining area and...

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Orleans Massachusetts Vacation Rentals - Home
1 / 15

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$350

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$350 - $408
Per week:$2,450 - $2,850
Pets allowed:No
Internet:Yes

Property ID: 18543 / Key #: 183 / Property Name: 26 Winslow DriveLocated in South Orleans and close to Chatham for shopping and dining! This home is less than ½ mile to the beaches on Pleasant Bay and overlooks scenic Uncle Seth’s Pond. This contemporary home with an abundance...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(2)“ Excellent ”2 Reviews

from

$200

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$200 - $286
Per week:$1,400 - $2,000
Pets allowed:No
Internet:Yes

41 Chestnut Drive - Waterfont on Pleasant Bay! Spend your vacation on a bluff overlooking Pleasant Bay! For those nature lovers who like total privacy, this contemporary beach house provides easy access by path to a private beach that is wonderful for windsurfers and sailors. ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$358 - $408
Per week:$2,500 - $2,850
Pets allowed:Yes
Internet:Yes

61 Captain Linnell Road, Orleans, MASpacious, beautifully updated, dog friendly home near Skaket Beach. Large granite and stainless kitchen opens to dining area, living area and office. Sliders to deck, brick patio, back yard and fire pit. First floor bedroom with queen bed...

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Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$172

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$172 - $243
Per week:$1,200 - $1,700
Pets allowed:No
Internet:Yes

Property ID: 107082 / Key #: 1128 / Property Name: 13 Longview DrOnly minutes to Bakers Pond for the fresh water enthusiast. A few minutes Drive to Nauset and Skaket beaches! Sleeping 8, this charming 4 bedroom, 2 bath home is located on a quiet residential street and is near shopping,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$258 - $386
Per week:$1,800 - $2,700
Pets allowed:Yes
Internet:Yes

130 Portanimicut Rd, Orleans MAKayakers heaven! Spacious 3 bedroom - 3 bath home steps from a landing on Pleasant Bay. Two levels of living includes 2 master bedrooms- one with a small deck. Main level has newer kitchen with granite countertops and open fire- placed living area...

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Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$236

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$236 - $300
Per week:$1,650 - $2,100
Pets allowed:No
Internet:Yes

22 Uncle Vicks Way, Orleans, MAA charming Cape ranch located close to town and the East Orleans Village. This home offers a lovely private setting, nice country furnishings and a lower level family room. Ideal vacation home with 3 bedrooms and 2 bathrooms and just a short drive...

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Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$215 - $254
Per week:$1,500 - $1,775
Pets allowed:No
Internet:Yes

5 Blueberry Island Road, Orleans, MABright and spacious home just a short distance to Cape Cod Bay and Skaket Beach! This wonderful home provides all amenities and has cathedral ceilings in the living, dining and kitchen areas. 3 Bedrooms (2 Queens, 2 Twins) and 2 Baths. 2 WEEK...

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Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 5
Home / 3 Bedrooms / Sleeps 5

(2)“ Very Good ”2 Reviews

from

$108

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:5
Type:Home
Per night:$108 - $143
Per week:$750 - $1,000
Pets allowed:No
Internet:No

Property ID: 18392 / Key #: 419 / Property Name: 8 Hofe RoadSpacious ranch minutes away from Skaket Beach and the Cape Cod Rail Trail! Sliders lead from the dining area to a large shaded deck which overlooks a private yard. This home has 3 Bedrooms (1 King & 4 Twins) and 2 baths....

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Orleans Massachusetts Vacation Rentals - Home
1 / 22

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$258

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$258 - $386
Per week:$1,800 - $2,700
Pets allowed:No
Internet:No

Built in 2013, this beautiful home abuts conservation land and sits at the end of a cul de sac offering great peace and quiet for your vacation. The interior is clean and nicely decorated and offers amenities like Wifi, cable tv and Central A/C. The first floor has an open modern...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$400

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$400
Per week:$2,800
Pets allowed:No
Internet:Yes

Under 1 mile to Skaket BeachJust under 1 mile to Skaket Beach from this beautiful 3 bedroom, 3 bath home on the bayside of Orleans! Spacious home with all of the desired amenities. Convenient to the bike trail, shopping, and beaches. Main level includes living area, dining room,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$479

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$479 - $515
Per week:$3,350 - $3,600
Pets allowed:No
Internet:Yes

15 Mill Pond Road, Orleans, MABeautifully decorated home in the desirable Mill Pond area and with central air! . This comfortable home has an updated ktichen with new appliances, countertops, and flooring. Gorgeous Great Room with Cathedral Ceiling and "46 inch TV, leads to a...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$243 - $486
Per week:$1,700 - $3,400
Pets allowed:No
Internet:No

Designed to look like an illustration from a children’s fairytale, this gracious and comfortable vacation home promises a magical vacation any time of the year. Enter through lush gardens into a surprisingly spacious, fully air conditioned home designed with relaxation, convenience,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
7 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 7 Bedrooms / Sleeps 10

from

$358

/ night

Email Owner
Bedrooms:7
Bathrooms:4
Sleeps:10
Type:Home
Per night:$358 - $472
Per week:$2,500 - $3,300
Pets allowed:No
Internet:No

Charming Antique home with 6 bedrooms plus a den providing accommodations for up to 10 guests. Two kitchens, two living rooms, set on a huge lot in the lovely Barley Neck area of East Orleans. All the beds are new, it has been freshly painted and has a great yard. The barn has ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$172

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$172 - $429
Per week:$1,200 - $3,000
Pets allowed:Yes
Internet:No

This wonderful 4- bedroom, dog- friendly, vacation home is located only 200 yards from Skaket Beach. This great spot offers a fully equipped kitchen, living room, sun room, two bedrooms and full bath on the first level and two bedrooms and full bath on the second level. Enjoy...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$229 - $343
Per week:$1,600 - $2,400
Pets allowed:No
Internet:No

Recently renovated home tucked up on a knoll located in a very pleasant East Orleans neighborhood. The addition of a new second floor consists of two spacious bedrooms that look out to a scenic pond across the way and a nice bath. The rest of the home offers comfortable furnishings...

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