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From $388 per night (USD)
VRBO
Central Air and decor on a quiet cul-de-sac.
Bedrooms:
3
Bathrooms:
1
Sleeps:
6
Brewster/Orleans Line - Close to Everything! Enjoy the comforts of home for six in this peaceful and tastefully decorat ...
From $388 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Renovated historic Carriage House with waterview in the heart of Brewster's Main Street!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Renovated historic carriage house with Waterview in the heart of Brewster's Main Street! * * * * See end of ...
From $367 per night (USD)
Expedia
From $4692 per night (USD)
VRBO
$8M Beach House on the Dunes of Cape Cod Bay (New construction 2021)
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
5000 sq ft of modern red cedar clad masterpiece, cantilevered decks hang over the dunes with direct beach access from th ...
From $4692 per night (USD)
VRBO
From $612 per night (USD)
Expedia
Vacation Station: 116-BG Heated Pool, Newly Furnished, Fresh Water Pond Access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This home is professionally managed by Pretty Picky Properties Heated Pool, Newly Furnished, Fresh Water Pond Access S ...
From $612 per night (USD)
Expedia
From $432 per night (USD)
VRBO
PET FRIENDLY & AFFORDABLE!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Minutes to Beaches & Dog Friendly! Located in the desirable Stonehenge neighborhood in the heart of Brewster, this prop ...
From $432 per night (USD)
VRBO
From $597 per night (USD)
Expedia
Wonderful Pond Front property deep in the heart of Brewster, private, spacious and unique!
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
"Midcentury on the Millpond" Pet Friendly! $100 Restaurant Gift card! Stay in a unique midcentury modern house on pe ...
From $597 per night (USD)
Expedia
From $1121 per night (USD)
VRBO
Spacious home with private pond beach, steps from the rail trail
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
A beautiful and spacious home with private, sandy beachfront on Brewster's Sheep Pond. A wonderful spot for families to ...
From $1121 per night (USD)
VRBO
From $385 per night (USD)
Expedia
Great Home With Large Yard 300 Yards To Sheep's Pond (2277)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You and your guests will make lasting memories in this charming updated home featuring independent climate control in ea ...
From $385 per night (USD)
Expedia
From $451 per night (USD)
VRBO
Beautiful large Ocean Edge Townhome in Brewster on Cape Cod!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful and Spacious Ocean Edge Townhome! Welcome to this lofty Ocean Edge two bedroom, two bath townhouse! This beau ...
From $451 per night (USD)
VRBO
From $644 per night (USD)
Expedia
Private Home Nestled Among the Cape Pines (2274)
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Abutting conservation land, nestled among the Cape Cod pine trees protected from the wind in its encompassing valley, th ...
From $644 per night (USD)
Expedia
From $2186 per night (USD)
VRBO
Luxurious Estate by the Bay in Brewster: 164-B
Bedrooms:
5
Bathrooms:
8
Sleeps:
20
This property is professionally managed by Pretty Picky Properties Luxurious Estate by the Bay in Brewster: Sleeps 20 ...
From $2186 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Secluded 3 bedroom in East Brewster
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
"Time and Tide" Recently Refreshed! New Paint, New lower lever flooring & Ping Pong table for 2023! Brewster/Orleans L ...
From $292 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Beautiful condo at Ocean Edge
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Condo at Ocean Edge This lovely Eaton Village apartment is located in a quiet area and features peeks of the golf cours ...
From $342 per night (USD)
VRBO
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Expedia
Captain's Quarter Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Peaceful cottage carriage house with good accessibility and open space. Many windows and a good size patio to enjoy brea ...
Click For Pricing
Expedia
From $358 per night (USD)
VRBO
Pondfront. Newly Renovated Carriage House. Canoe, kayaks, deck, outdoor shower..
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**New in 2024 - outdoor shower and sauna**. This antique carriage barn – completely renovated in 2018 – is situated on ...
From $358 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Beautiful Brewster Green Resort Condo with Many Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly Renovated, large, 1,200 square foot, 2 bedroom, 2 bath condominium. Unit has cathedral ceilings with bright open d ...
From $338 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Highly Rated Cottage in Orleans, Cape Cod
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Morning Glory Cottage!! This ADORABLE and ROOMY 3 BR/1.5 bathroom (with additional outdoor shower) Cape styl ...
From $436 per night (USD)
VRBO
$Skaket beach \/ Orleans$
Click For Pricing
Expedia
Skaket beach \/ Orleans
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful 3 bedroom 2 bath with outdoor show in orleans . Great for children . Enjoy evenings and morning coffee on scre ...
Click For Pricing
Expedia
From $375 per night (USD)
VRBO
Serene home with WiFi, deck, & outdoor fireplace - walk to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Harwich Tranquility Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $375 per night (USD)
VRBO
From $1416 per night (USD)
Expedia
Luxurious Waterfront Home!
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Summary: 15526 - Nautical Dream: Luxurious Waterfront Home! The Space: Orleans, Cape Cod is a picturesque town full of ...
From $1416 per night (USD)
Expedia
From $860 per night (USD)
VRBO
Waterfront on Cape Cod Bay!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15538 - Bayside Bliss: Waterfront on Cape Cod Bay! The Space: Escape to our waterfront sanctuary nestled besid ...
From $860 per night (USD)
VRBO
From $638 per night (USD)
Expedia
Bayside five bedroom sleeping 10 with air conditioning
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
A BAY SIDE HOME THAT SLEEPS 10!! A quick drive to Bayside beaches and historic route 6A. This home offers five bedroom ...
From $638 per night (USD)
Expedia
$Walk to Skaket Beach: Charming Cottage w\/ Deck$
From $954 per night (USD)
VRBO
Walk to Skaket Beach: Charming Cottage w\/ Deck
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Peaceful New England beach days await at 'Captain's Walk,' a charming vacation rental cottage in Orleans, just over a ha ...
From $954 per night (USD)
VRBO
From $904 per night (USD)
Expedia
★Waterfront & on Bike Path★ Firepit ★ Private beach★Bikes★Kayaks💥Sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***Linens Included (sheets, towels & beach towels) Hi speed WiFi This cottage in Harwich can comfortably accommodate ...
From $904 per night (USD)
Expedia
From $3118 per night (USD)
VRBO
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Bedrooms:
5
Bathrooms:
8
Sleeps:
26
Relax & reunion with a beautiful, peaceful & new construction home. Enjoy all summer activities in the area, take a wal ...
From $3118 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy Condo close to Sesuit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Come relax in a cozy condo close to Sesuit Harbor. The perfect place to tour the water front and look at the local attra ...
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Expedia
From $704 per night (USD)
VRBO
Private beach access Wrap around porch!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: 15519 - Bayview Outpost: Private beach access Wrap around porch! The Space: Imagine watching the ocean waves b ...
From $704 per night (USD)
VRBO
From $539 per night (USD)
Expedia
Private pool 3 mins to Skaket Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 15517 - Endless Summer: Private pool 3 mins to Skaket Beach! The Space: Imagine days and nights at the pool wi ...
From $539 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Beachfront on Skaket Water Views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Summary: 15554 - On The Beach : Beachfront on Skaket Water Views! The Space: Located directly on famous Skaket Beach th ...
From $533 per night (USD)
VRBO
$Pond-Front Home w\/ Water Views!$
From $1029 per night (USD)
Expedia
Pond-Front Home w\/ Water Views!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: 15555 - Heron House: Pond-Front Home w/ Water Views! The Space: Overlooking Shoal Pond in a private Orleans ne ...
From $1029 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Beach Getaway with Private Backyard!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 15518 - Time Out: Beach Getaway with Private Backyard! The Space: At this serene Orleans retreat, where salt a ...
From $499 per night (USD)
VRBO
From $448 per night (USD)
Expedia
Deeded Pond Access Ping Pong!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 17726 - Pleasant Trees: Deeded Pond Access Ping Pong! The Space: Entering this home, you’ll find a cozy living ...
From $448 per night (USD)
Expedia
From $406 per night (USD)
VRBO
Beautiful home with entertainment - near golf courses & Pleasant Bay
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Harwich House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $406 per night (USD)
VRBO
From $731 per night (USD)
Expedia
Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
This large Cape Cod home is just off beautiful Pleasant Bay and is perfect for families, or generations of families, to ...
From $731 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Rock Harbor Retreat - Perfect Vacation Home! Beautifully landscaped & decorated!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Architecturally designed and built in 1989, this relaxed well-appointed vacation home is a perfect vacation get-away! D ...
From $422 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Walk to the beach at Little Pleasant Bay from this newly decorated cottage!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Walk to the beach at Little Pleasant Bay from this newly decorated cottage. Sleeping 6 - this rental has one bedroom on ...
From $450 per night (USD)
Expedia
From $779 per night (USD)
VRBO
Modern Family Getaway In Harwich
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Summary: This lovely three bedroom house in Harwich, with an open concept floor plan and plenty of room for your friends ...
From $779 per night (USD)
VRBO
From $573 per night (USD)
Expedia
Classic Cape Cod home near beaches with yard, patio & outdoor fireplace
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Pleasant Bay Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $573 per night (USD)
Expedia
$Well-Appointed Cape Getaway: Deck w\/ Grill - Near Dining, Beach, Ponds & Golf$
From $658 per night (USD)
VRBO
Well-Appointed Cape Getaway: Deck w\/ Grill - Near Dining, Beach, Ponds & Golf
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Olde Homestead Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $658 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Spacious home on Hinckleys Pond with game room, sunroom & quick access to trail
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Headwater Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $301 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Beautifully Remodeled Classic Beach Home on Cape Cod Rail Trail
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
The Salty One Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $458 per night (USD)
VRBO
From $453 per night (USD)
Expedia
Skaket Beach escape: Corner-lot home with big yard - walk to Warm Bayside Shore
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Namskaket Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $453 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Quaint Post & Beam near State Park and Pond
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
Bright, open, contemporary post & beam 'barn' with lots of glass on a wooded lot. Deeded rights to Baker's Pond and a sh ...
From $292 per night (USD)
VRBO
$Beautiful 4 Bedroom Home with Central A\/C near Sea Street Beach$
From $852 per night (USD)
Expedia
Beautiful 4 Bedroom Home with Central A\/C near Sea Street Beach
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Lovely Cape Cod style home with modern features and Old Cape Cod Charm, nestled on a knoll with lots of privacy. Near Co ...
From $852 per night (USD)
Expedia
From $698 per night (USD)
VRBO
Walk to the Beach - Four Bedroom
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Dennis - A real Cape Cod knotty pine cottage - Just the place you picture in your mind for a wonderful vacation by the s ...
From $698 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Walk to Skaket Beach or Bike to Rail Trail!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: 15556 - Wait n' Sea: Walk to Skaket Beach or Bike to Rail Trail! The Space: Looking for the perfect family vac ...
From $455 per night (USD)
Expedia
From $642 per night (USD)
VRBO
Private Cape Rental 1 Mile from the Beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to Suite Caroline’s Cape Escape! Explore Quivett Neck’s greatest attractions, or head to Cold Storage Beach. Thi ...
From $642 per night (USD)
VRBO
From $798 per night (USD)
VRBO
Short walk to Sesuit Harbor
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Dennis- Sesuit Neck. Completely renovated and ready for your vacation! Walk to to Sesuit Harbor and Harborview Beach ...
From $798 per night (USD)
VRBO
From $462 per night (USD)
VRBO
Booking now for June 28 - August 30, 2025! [Booking Saturday to Saturday]
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sleeps 6-8 with first and second level bedrooms and baths; open and airy with charm throughout; beautiful light in early ...
From $462 per night (USD)
VRBO
$Centrally located Orleans home w\/ outdoor seatiing$
From $580 per night (USD)
Expedia
Centrally located Orleans home w\/ outdoor seatiing
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This charming 3 bedroom, 1 bathroom home has all you need for a perfect stay. The home is all on one floor, allowing for ...
From $580 per night (USD)
Expedia
From $534 per night (USD)
VRBO
Prince Way Escape E. Dennis MA
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Enjoy your vacation in this beautiful completely renovated, 5-bedroom, spacious home with CENTRAL AIR! Less than 2 miles ...
From $534 per night (USD)
VRBO
From $707 per night (USD)
Expedia
Relax in a tranquil log home on direct lake front property. The Hermitage awaits
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to a secluded log home on 4 acres of Walkers Pond! First time offered for rental 2024. Our home is not in a HOA ...
From $707 per night (USD)
Expedia
$Cottage on Cape Cod & Beautiful Long Pond w\/ Quick Drive to Ocean$
From $286 per night (USD)
VRBO
Cottage on Cape Cod & Beautiful Long Pond w\/ Quick Drive to Ocean
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Enjoy this smoke free, 3 bedroom getaway on the Cape. Work remotely while you enjoy all the Cape offers. Week long, Satu ...
From $286 per night (USD)
VRBO
From $893 per night (USD)
Expedia
Newly Renovated Oasis just 1.4 Miles from the Ocean.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your newly renovated oasis! This spacious home has undergone a stunning transformation, boasting a sleek, mod ...
From $893 per night (USD)
Expedia
Click For Pricing
VRBO
Walking distance to Orleans, stores and baseball games! Close to bay and ocean!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Stop searching for a cute place in Orleans that's close to everything, dog friendly, and meets your budget. You're alre ...
Click For Pricing
VRBO
From $345 per night (USD)
Expedia
Pet Friendly, Sleeps 4, Huge Back Yard, Skaket Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 Bedroom - 1.5 Bathrooms - Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
From $345 per night (USD)
Expedia
$\Charming 2BR Cape Getaway with Spacious Private Backyard\ Fire Pit in a Quiet Neighborhood$
From $512 per night (USD)
VRBO
\"Charming 2BR Cape Getaway with Spacious Private Backyard\" Fire Pit in a Quiet Neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
2 BR at 4 Russell Dr., Harwich This charming 2-bedroom home in Harwich offers a cozy retreat close to the Cape’s natura ...
From $512 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Camp Namequoit: 063-O Exquisite New Renovation in Orleans
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This property is professionally managed by Pretty Picky Properties. Exquisite New Renovation in Orleans Sleeps 6 3 Bed ...
From $433 per night (USD)
Expedia
From $844 per night (USD)
VRBO
Newly listed for summer! Beautiful family home steps to largest lake on Cape Cod
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Bring the whole family and escape to the Cape! You will not be disappointed! Spend your mornings sipping coffee on the d ...
From $844 per night (USD)
VRBO
$Private house near Long Pond and trails with kayaks, bikes, W\/D, and AC$
From $714 per night (USD)
Expedia
Private house near Long Pond and trails with kayaks, bikes, W\/D, and AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Quiet Long Pond Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $714 per night (USD)
Expedia
From $2421 per night (USD)
VRBO
6-bedroom, Multi-building, Private Compound with Pool in Hawksnest State Forest
Bedrooms:
6
Bathrooms:
6
Sleeps:
20
Away from the hustle & bustle of the Summer and Holiday crowds, this private estate in Harwich with a 5-bedroom main hou ...
From $2421 per night (USD)
VRBO
From $470 per night (USD)
Expedia
Charming 3-bedroom house in marvelous Dennis with WiFi, AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unwind in Dennis at this lovely house. Nestled in a charming neighborhood, this superb property offers a cozy retreat fo ...
From $470 per night (USD)
Expedia
From $470 per night (USD)
VRBO
Renovated Cape Cod Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled on a quiet cul-de-sac close to beaches, come enjoy everything the Cape as to offer. Step inside, and be greeted ...
From $470 per night (USD)
VRBO
Click For Pricing
Expedia
Charming Guest House, with Waterviews & Private Beach! Perfect for Fun Weekends!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in South Orleans, this pet-friendly sun-filled Guest House offers 2 large bedrooms and 2 full baths. Located in ...
Click For Pricing
Expedia
From $840 per night (USD)
VRBO
Charming 4-bedroom house with AC and WiFi steps from Wequassett Resort
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Escape to your perfect Cape Cod summer with this stunning rental property located steps away from the beauty of Pleasant ...
From $840 per night (USD)
VRBO
From $896 per night (USD)
Expedia
Waterfront on Pleasant Bay!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: 17711 - Island Views: Waterfront on Pleasant Bay! The Space: Wake up to sweeping views of Pleasant Bay, where ...
From $896 per night (USD)
Expedia
From $526 per night (USD)
VRBO
Great location with Water Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 17710 - Captains Cottage: Great location with Water Views! The Space: Escape to the charm of Harwich, where th ...
From $526 per night (USD)
VRBO
From $838 per night (USD)
Expedia
Near Wequassett Resort and Golf Club in Harwich, overlooking a cranberry bog!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this spacious and inviting Harwich rental, perfectly situated near the Wequassett Resort and Golf Club, with b ...
From $838 per night (USD)
Expedia
From $801 per night (USD)
VRBO
Pool, Half Mile to Beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: 17759 - Blue Lagoon: Pool, Half Mile to Beach! The Space: Perched atop a hill, this Harwich home is your gatew ...
From $801 per night (USD)
VRBO
From $839 per night (USD)
Expedia
Beautifully Renovated Cape Cod Retreat near Pleasant Bay & Top Attractions
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
*Cancellation policy at end of property description.* Nestled in the picturesque town of Harwich, Mooncusser is a beau ...
From $839 per night (USD)
Expedia
From $658 per night (USD)
VRBO
Welcome to your perfect summer retreat in South Orleans, MA nestled on the Cape Cod coastline!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your perfect summer retreat in beautiful South Orleans, MA, nestled on the iconic Cape Cod coastline. This ch ...
From $658 per night (USD)
VRBO
From $893 per night (USD)
Expedia
Cozy 3-bedroom building in gorgeous Dennis with WiFi, AC
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Nestled in Dennis, this delightful building offers a tranquil and soothing retreat for guests. With 3 bedrooms, includin ...
From $893 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Antique Cottage with King Bed, Kitchen, Bath, Private Yard & Path to Arey's Pond
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Captain Seth Sparrow Cottage. Finally relax at this unique and tranquil getaway. One bedroom cottage with co ...
From $270 per night (USD)
VRBO
From $407 per night (USD)
Expedia
1850 Orleans Antique Home with path to Arey’s Pond
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make memories at this private family and pet-friendly 3 BR Orleans antique Cape Cod home with access to Arey’s Pond. Kay ...
From $407 per night (USD)
Expedia
From $415 per night (USD)
VRBO
Immaculate Home In Strolling Distance to Skaket Beach (1193)
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This house is a perfect retreat for everyone in your party! This immaculate, breezy, and expressive Cape Cod home is lo ...
From $415 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Lovely house near the Private Lake and the CC Bike Path! Sleeps 6
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
The house is situated just 200 yards walking distance from Hinckley's Pond, where you can swim and kayak in freshwater! ...
From $497 per night (USD)
Expedia
$Spectacular Waterfront View! A\/C - Minutes to Beauitiful Beaches & Golf Course!$
From $575 per night (USD)
VRBO
Spectacular Waterfront View! A\/C - Minutes to Beauitiful Beaches & Golf Course!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
SPACIOUS, IMMACULATE, WATERFRONT, professionally landscaped home in a well kept, quiet neighborhood that overlooks Cedar ...
From $575 per night (USD)
VRBO
From $1087 per night (USD)
Expedia
5 bedrooms ocean view estate overlooking cape cod bay
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to Mallard View Estate. Perched at the edge of a pristine salt marsh, this 3000 square foot, ocean-view estate i ...
From $1087 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Perfect Location, Private, Immaculate, Affordable, East Dennis Cape Cod
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Our calendar is open with availability for the 2025 season. Past guests, and all guests that book direct enjoy further ...
From $237 per night (USD)
VRBO
From $458 per night (USD)
Expedia
Fully Renovated Authentic Victorian in East Dennis
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
This historic Victorian in the heart of East Dennis offers the charm of an old house with the conveniences of modern liv ...
From $458 per night (USD)
Expedia
From $622 per night (USD)
VRBO
Situated In Scenic Area Bordered by Seymour Pond -CCR Trail- Long Pond (2184)
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Plan a summer getaway at this 4BR/2BA multi level home with all the amenities you need for a relaxing vacation! It is si ...
From $622 per night (USD)
VRBO
From $867 per night (USD)
Expedia
Private Beach Access, Large House in the Woods
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
A very unique haven situated on what was a private family compound with private beach on Cape Cod Bay. The beach is less ...
From $867 per night (USD)
Expedia
From $456 per night (USD)
VRBO
Skaket Beach Area Home Sleeps 8
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Located within a half mile of desirable Skaket Beach, is this lovingly designed and decorated home that has a special am ...
From $456 per night (USD)
VRBO
From $824 per night (USD)
Expedia
Near Ponds Near Bike Trail AC Large Outdoor Space Cape Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
3 Bedroom - 2.5 Baths - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $824 per night (USD)
Expedia
From $395 per night (USD)
VRBO
Pond Front Beach Pet Friendly AC WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2 Bedrooms- 1 Bath- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $395 per night (USD)
VRBO
From $1040 per night (USD)
Expedia
Lake front on Long Pond, private, AC, Wifi, near the bike path
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
4 Bedrooms- 3.5 Bathrooms- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
From $1040 per night (USD)
Expedia
From $445 per night (USD)
VRBO
Near Beaches Bike Trail AC WiFi Lower Cape Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
2 Bedroom - 2 Bath - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many o ...
From $445 per night (USD)
VRBO
From $752 per night (USD)
Expedia
Updated Spacious Central AC and Dog Friendly Normas Cape Escape
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
4 Bedroom- 3.5 Bathroom- Sleeps 11 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. M ...
From $752 per night (USD)
Expedia
From $992 per night (USD)
VRBO
Newly Constructed and Beautifully Decorated 4 Bedroom (2 master) Cape Getaway!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Enjoy a private community and a brand new Cape house in Harwich, MA with all the amenities of home. This gorgeously con ...
From $992 per night (USD)
VRBO
From $1685 per night (USD)
Expedia
Beam Reach: 137-O Orleans Oasis on Pleasant Bay, Estate with 2 homes & heated pool
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
This property is professionally managed by Pretty Picky Properties. Orleans Oasis on Pleasant Bay, 2 Homes and Heated P ...
From $1685 per night (USD)
Expedia
From $1176 per night (USD)
VRBO
close to town and Nauset beach, EV charger, air conditioning, outdoor shower.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Our Cozy Cape Cod home is tucked away in the woods, within walking distance to Bakers Pond in Orleans, MA and boarders N ...
From $1176 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Rock Harbor Hideaway
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Immaculate and beautifully renovated three bedroom home just 1/2 mile to both Orleans Main Street and Rock Harbor. This ...
From $471 per night (USD)
Expedia
From $825 per night (USD)
VRBO
California Contemporary, Walk to Beach, 1.3 Wooded Acres
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The house is equipped with Medical Grade H13 HEPA Air Purification Filters throughout! Prestigious location within the ...
From $825 per night (USD)
VRBO
From $458 per night (USD)
Expedia
S.Orleans, Perfect Vacation House to Relax and Unwind
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
You know you are on vacation when you first enter our meticulously maintained bright and comfortably furnished home in S ...
From $458 per night (USD)
Expedia
From $622 per night (USD)
VRBO
Hidden paradise in Quivet Neck
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Set down on a long driveway that ensures privacy but only a short walk (1/2 mile) to Sea Street Beach on Cape Cod Bay. T ...
From $622 per night (USD)
VRBO
$Nicely decorated and spacious home within a quiet neighborhood that overlook Long Pond, central A\/C.$
From $544 per night (USD)
Expedia
Nicely decorated and spacious home within a quiet neighborhood that overlook Long Pond, central A\/C.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Spacious 4 Bedroom, 2 Bath with Central A/C! Great Home for Gatherings! This nicely decorated and spacious home with 4 ...
From $544 per night (USD)
Expedia
From $3434 per night (USD)
VRBO
Waterfront. Private beach. Pool. Estate has it all!!
Bedrooms:
7
Bathrooms:
9
Sleeps:
19
Chosen by Cape Cod Life magazine as one of the Top Ten places to stay on Cape Cod. Our waterfront estate now has a gorg ...
From $3434 per night (USD)
VRBO
From $574 per night (USD)
Expedia
Pristine Vacation Home on Aunt Patty's Pond (2208)
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This 3 bedroom 3 bathroom pet friendly house overlooking Aunt Patty's Pond is also adjacent to Dennis Pines Golf Course! ...
From $574 per night (USD)
Expedia
From $262 per night (USD)
VRBO
A comfortable house in a quiet neighborhood, but close to EVERYTHING Cape Cod.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming location just across the road from Baker's Pond. The house is spacious with beautiful hardwood floors throughou ...
From $262 per night (USD)
VRBO
From $801 per night (USD)
Expedia
DENNIS BAYSIDE. GREAT FAMILY VACATION HOME - SHORT DRIVE TO COLD STORAGE BEACH!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
3 Bedroom 3 Bath family friendly home! Perfect for large families. 2 Family spaces with TV's. HIGH SPEED WI-FI. Window ...
From $801 per night (USD)
Expedia

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