50 Best Orleans Apartments on Holiday Lettings - Vacation rentals

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2,507 Vacation rentals

20

Home rental in Orleans

Cape Cod / Orleans

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Our home is located in a quiet upscale neighbourhood close to all amenities. Walk to grocery store, downtown shopping, library, tennis courts and town field. Less than a 5 minute drive to ocean and bay. Quick access to highway and all the surrounding Cape towns. Rel …see more

from $250 / night

$1,800 / week

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from $250 / night

17

Apartment rental in Orleans

Cape Cod / Orleans

2 4 6 nights min

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
2 bedroom 1 bath apartment with separate private entrance, driveway and deck. Living room, kitchen, and laundry. Queen bed in one room and a double bed in the other room. Optional air mattress can be set up in living room to sleep 2 more if needed. Window AC units in b …see more

from $175 / night

$1,225 / week

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from $175 / night

24

Home rental in Orleans

Cape Cod / Orleans

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
*Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. …see more

from $188 / night

$1,317 - $3,250 / week

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from $188 / night

32

Home rental in Orleans

Cape Cod / Orleans

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Sweeping Bay Views, Privacy, Two Full Kitchens  (Pets Considered)  Peak Summer Weekly Rates: $4,300 - $4,500 Rents Saturday - Saturday during peak season This unique vacation home is nestled between Rock Harbor to the east and Skaket beach to the west. The home has i …see more

from $285 / night

$2,000 - $4,500 / week

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from $285 / night

21

Vacation home in Orleans

Cape Cod / Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Walk to Skaket Beach, Orleans Center & Bike Path, Renovated, A/C in all rooms & WIFI Mere steps to the Cape Cod Rail Trail and under a mile to Skaket Beach and the shops and restaurants on Main Street in Orleans. This charming, renovated, antique home is the perfect …see more

from $220 / night

$1,540 - $2,440 / week

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from $220 / night

19

Vacation home in Orleans

Cape Cod / Orleans

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Renovated Gem on Town Cove in Orleans with hot tub, walk to town Peak Summer Weeks: $4,400 - $5,400 Please note:  This property rents Sunday to Sunday in summer for full-week or multiple week terms only, but is available during the shoulder-season for 3-night minimum. …see more

from $400 / night

$2,200 - $3,200 / week

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from $400 / night

35

Vacation cottage in Orleans

Cape Cod / Orleans

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
New bedroom suite, recently expanded living room, flat screen TV's and 2nd full bath! This quaint 3 bedroom, 2 full bathroom Cape Cod Vacation Cottage is located on a spacious corner lot located just 3/10 of a mile from beautiful Skaket Beach in Orleans. Enter into ch …see more

from $268 / night

$1,875 - $2,628 / week

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avg. 3 hours 29 minutes

from $268 / night

26

Vacation home in Orleans

Cape Cod / Orleans

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Newly Listed and Newly Updated, this is the rental you’ve been looking for!! Situated in a secluded wooded neighborhood, not far from shops and restaurants. Perfect home base, just 1.7 miles from popular Skaket Beach on Cape Cod Bay, 1 mile from Rock Harbor sunsets, a …see more

from $179 / night

$1,250 - $1,800 / week

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from $179 / night

19

Vacation home rental

Cape Cod / Orleans

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Only 1.8 miles to Nauset Beach and located In East Orleans Village! This renovated barn is private and cozy. You can walk into the village to get a morning coffee and newspaper, mail a postcard or grab a fresh made sandwich for your day * the beach. Stroll to dinner * o …see more

from $136 / night

$950 - $1,150 / week

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Responds fast!
avg. 25 minutes

from $136 / night

(1) Excellent 

41

Vacation home in Orleans

Cape Cod / Orleans

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
A FEW PAST REVIEWS: "The beach area behind the house was heaven sent, it's private, beautiful and easy. We also drove to the ocean which was about 5 minutes away. But we stayed at the house most of the time and had everything we wanted." 2017 guest "The house is in a t …see more

from $614 / night

$4,295 - $6,737 / week

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Responds fast!
avg. 3 hours 29 minutes

from $614 / night

(2) Excellent 

26

Vacation home rental

Cape Cod / Orleans

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
This beach cottage has undergone a face lift to maximize the exterior and interior space and to completely redefine the meaning of rustic from its 20th century images of musty rugs and knotty pine. The new owners have created an oasis that is simple and multi-functiona …see more

from $283 / night

$1,975 - $2,502 / week

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Responds fast!
avg. 3 hours 29 minutes

from $283 / night

(1) Excellent 

14

Home rental in Orleans with swimming pool

Cape Cod / Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Classic Cape with bright, modern, free-flowing interior and central air conditioning in a tiny neighborhood on a private road in the woods (but only 2 miles to local stores). Private access to secluded salt-water beach on shallow bay, great for kayaking and beach-combin …see more

from $279 / night

$1,950 - $3,600 / week

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avg. 25 minutes

from $279 / night

18

Vacation home in Orleans

Cape Cod / Orleans

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
2 miles to Skaket Beach, 2 King Beds, 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 priv …see more

from $199 / night

$1,390 - $2,090 / week

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from $199 / night

20

Home rental in Orleans

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
Walking distance to Meetinghouse Pond, Passive Solar This 3 bed, 2.5 bath retreat with central A/C is hidden away down a semi private drive in East Orleans. It has large sliding glass doors down one side of the home off the living room offering lots of light. Mid-centu …see more

from $158 / night

$1,100 - $3,100 / week

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from $158 / night

20

Vacation log cabin in Orleans

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Lovely Cape Cod Vacation Bungalow located in Orleans. The perfect Cape retreat near Skaket Beach and less than .5 mile to Orleans Town Center and Rock Harbor! The bright, nautical-themed living room features a flat screen TV, DVD player, and a sleeper sofa. The kitchen …see more

from $271 / night

$1,896 - $2,075 / week

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Responds fast!
avg. 3 hours 29 minutes

from $271 / night

24

Vacation home in Orleans

Cape Cod / Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
SKAKET BEACH is just 3/10th's of a mile away via path at Willie Atwood Rd and Cape Cod Rail Bike trail access is very close to this splendid Orleans home! This 4 bedroom home with Central A/C is set on almost an acre of land down a sandy lane, steps from Cape Cod Bay an …see more

from $328 / night

$2,295 - $3,397 / week

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avg. 3 hours 29 minutes

from $328 / night

23

Vacation home in Orleans

Cape Cod / Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
This 4 bedroom, 3 and a half bath rental sits in a quiet area of Orleans. It is a quarter mile to Pah Wah Landing Conservation area on Little Pleasant Bay and a short walk through the conservation area to the beach. Little Pleasant Bay has great kayaking and boating fr …see more

from $536 / night

$3,750 - $3,900 / week

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from $536 / night

23

Orleans Vacation home rental

Cape Cod / Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Prestigious location within Quanset Harbor Club Association. Built on 1.3 acres and only 3 houses away from the community’s private beach on beautiful Pleasant Bay. This is the perfect property to enjoy all that Cape Cod has to offer. Home is newly furnished with a new …see more

from $422 / night

$2,950 - $4,350 / week

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Responds fast!
avg. 25 minutes

from $422 / night

34

Orleans Vacation home rental

Cape Cod / Orleans

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Superb Pleasant Bay Views, from Large, Luxurious, Secluded Orleans Vacation Home. Peak Summer Weekly Rates: $4,850 - $6,250 Rents Saturday to Saturday during peak season Linens Included Please click on the "Virtual Tour" to see a 3D tour of the home Nestled in the w …see more

from $507 / night

$3,550 - $6,250 / week

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from $507 / night

11

Vacation home rental

Cape Cod / Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
This charming and pristine contemporary ranch, nestled in a private wooded paradise-Mayflower Point, is minutes by foot to private salt and fresh water accesses for boating, swimming, or fishing. Launch a kayak at ''The River'', leading to Pleasant Bay and the outer bea …see more

from $258 / night

$1,800 - $3,000 / week

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from $258 / night

38

Vacation home in Orleans

Cape Cod / Orleans

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Sweeping water views, plenty of space for a large family getaway Spacious 4 acre private waterfront estate located in the prestigious and secluded Snow Point Association with private steps down to the water. Snow Point is a small peninsula of land in Orleans bordered b …see more

from $386 / night

$2,700 - $6,800 / week

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from $386 / night

23

Home rental in Orleans

Cape Cod / Orleans

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
This 3 bedroom Cape Cod charm is bright and airy. This beautiful summer home is appointed with your comfort in mind and decorated with your love of Cape Cod at heart. Simple luxuries include hardwood floors, flat screen TV, DVD, Ping Pong Table and window A/C units in a …see more

from $243 / night

$1,700 - $2,800 / week

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Responds fast!
avg. 25 minutes

from $243 / night

17

Vacation home in Orleans

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Located beside Cedar Pond which is great for fishing, this home offers all of the privacy and convenience you could ask for while enjoying your Cape Cod vacation. Walk to Main Street and the Bike Trail in less than a half mile or bike to beautiful Skaket Beach - just a …see more

from $200 / night

$1,400 / week

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from $200 / night

20

Home rental in Orleans

Cape Cod / Orleans

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Ask about children
  • Air conditioning
21 Manito Road, East Orleans (ID# 114251) ~ Overlooking Meetinghouse River 2018 Season! Lovely waterfront home on Meetinghouse River. First floor includes open living / dining area, eat- in kitchen with stainless steel appliances, 3 bedrooms and 2 full baths. 1st Bedroo …see more

from $215 / night

$1,500 - $3,580 / week

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from $215 / night

17

Orleans Vacation home rental

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Set on a rise in a quiet South Orleans neighborhood, this single-level home offers plenty of privacy and living space: a living room opening to the backyard deck, a dining room, kitchen breakfast bar, and a family room leading to a sunroom that also opens to the backyar …see more

from $143 / night

$1,000 - $1,700 / week

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from $143 / night

19

Home rental in Orleans

Cape Cod / Orleans

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
This light & bright newly listed home is situated on a quiet, dirt road and offers an easy 4/10th of a mile walk to Skaket Beach. It has 2 bedrooms on the first level, one with a queen sized bed and the second with 2 twins. There is also a cozy, open layout with a livin …see more

from $185 / night

$1,295 - $1,895 / week

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from $185 / night

28

Orleans Vacation home rental

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Walk to Meetinghouse Pond, 3 season porch, pet friendly This beautiful Cape Cod home sits on Barley Neck, a small peninsula just a few minutes drive to Nauset Beach. Surrounded by Meeting House Pond and Little Pleasant Bay, this area is harbored from the Atlantic Ocean …see more

from $158 / night

$1,100 - $3,000 / week

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from $158 / night

17

Orleans Vacation home rental

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
This comfortable 3 bedroom ranch is within close proximity to Little Pleasant Bay. A private walking path brings you to a sandy beach just minutes from your doorstep. The property features three bedrooms and one bath and sleeps up to 6. The first bedroom features a quee …see more

from $172 / night

$1,200 - $1,600 / week

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from $172 / night

18

Vacation home in Orleans

Cape Cod / Orleans

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Air conditioning
This 2 bedroom Orleans cottage is light and bright and offers close proximity to Skaket Beach! Located in a residential neighborhood, it features two bedrooms and two full baths, sleeping up to 5 comfortably. There is a fully equipped kitchen with eat in dining area, co …see more

from $236 / night

$1,650 / week

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from $236 / night

17

Orleans Vacation home rental

Cape Cod / Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Skaket Beach at just 1000 ft!! This gorgeous Orleans vacation rental home is located in the perfect spot for you to enjoy Cape Cod. At this lovely home you will be just 2/10ths of a mile from beautiful private access to Skaket Beach in Orleans on Cape Cod Bay. This h …see more

from $395 / night

$2,765 - $4,165 / week

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from $395 / night

30

Vacation home in Orleans

Cape Cod / Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
A HAVEN FOR EVERYONE in this Cape Cod 4 bedroom/2 bath home located in charming East Orleans. Imagine 4 SITTING ROOMS all with their own personalities! Breakfast on the sunporch and listen to the evening sounds in peace and tranquility WHILE kids play games and watch mo …see more

from $272 / night

$1,900 - $2,900 / week

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from $272 / night

29

Vacation home in Orleans

Cape Cod / Orleans

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Deeded access to Crystal Lake, central A/C, water views This brand new luxury 3 bedroom home with central AC sleeps 8. It is a state of the art home built in 2014 with views of Crystal Lake in Orleans. Direct deeded access to Crystal lake comes with the home through sh …see more

from $486 / night

$3,400 - $4,300 / week

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from $486 / night

(2) Very Good 

27

Vacation cottage in Orleans

Cape Cod / Orleans

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Enchanting Orleans Vacation Cottage only 0.9 miles to picturesque Rock Harbor Beach. This property is bright, cheery, and a wonderful summer retreat on Cape Cod! Features include a remodeled kitchen with dishwasher, a cozy living area with free-standing A/C unit, TV, DV …see more

from $218 / night

$1,525 - $1,949 / week

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Responds fast!
avg. 3 hours 29 minutes

from $218 / night

19

Home rental in Orleans

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Recently renovated, spacious two-bedroom home with CENTRAL AIR-CONDITIONING sleeping six tucked up on a wooded knoll at Bakers Pond. This spot offers much privacy and is less than .1 mile to beautiful freshwater swimming and kayaking on the pond. This location feels re …see more

from $193 / night

$1,350 - $1,650 / week

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from $193 / night

9

Vacation home in Orleans

Cape Cod / Orleans

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
This immaculate, well appointed Cape enjoys access to all of the amenities of Orleans. Its close proximity to Skaket Beach, Rock Harbor, Orleans Center and the Bike Trail make it an ideal vacation property for the active family. With three bedrooms, 2 baths and an extra …see more

from $172 / night

$1,200 - $1,700 / week

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from $172 / night

25

Home rental in Orleans

Cape Cod / Orleans

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
17 Blue Heron Way (ID# 121865) - Watefront on Namequoit River Summer 2018! Wonderful Waterfront compound with incredible views of the Namequoit River and direct access to Pleasant Bay. This property has plenty of room for the extended family with a main house and guest …see more

from $429 / night

$3,000 - $4,500 / week

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from $429 / night

18

Vacation home in Orleans

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
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 exce …see more

from $200 / night

$1,400 - $2,100 / week

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from $200 / night

(4) Very Good 

21

Vacation home in Orleans

Cape Cod / Orleans

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
32 Pond Road, Orleans ( ID: 18315) 2018 Season! This charming Cape Cod home has an open floor plan that leads to a great screened-in sun room-porch. Quaint furnishings 3 A/C units lends itself to easy summer living. Short distance to the ever so popular Nauset Beach on …see more

from $165 / night

$1,150 - $1,600 / week

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from $165 / night

14

Orleans Vacation home rental

Cape Cod / Orleans

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Spectacular Location! An outstanding waterfront spot offering exceptional privacy. Want to unplug? This simple, rustic cottage (no wifi, no TV) is on a peninsula surrounded by salt water and has views of Mill Pond. Launch your kayak or boat from its shore to access Naus …see more

from $172 / night

$1,200 / week

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from $172 / night

17

Vacation apartment in Orleans

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Location, Location! Beachfront on Skaket Beach! Two bedroom ground level condo in 4-unit waterfront building. Enjoy the sandy shore of Cape Cod Bay right outside your door. There are 2 twin beds in one bedroom and two sets of bunkbeds (4 twins) in the other. This single …see more

from $143 / night

$1,000 - $2,600 / week

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from $143 / night