Orleans, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Orleans, Massachusetts on RentalSaver.com!

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From $528 per night (USD)
VRBO
Charming Family-Friendly Home On Beach Rd. Close To Nauset Beach & Village Ctr.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This family-friendly home is beautifully decorated with a welcoming seaside theme, has Central AC, a renovated Kitchen, ...
From $528 per night (USD)
VRBO
From $1389 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 $1389 per night (USD)
Expedia
From $1156 per night (USD)
VRBO
Live the Good Life! Heated Pool, Walk to Ocean Beaches, Sleeps 12 in 6 rooms
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
* Custom-built home in one of Orleans's most exclusive and peaceful neighborhoods * Private heated pool with infinity ed ...
From $1156 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Bike to Nauset Beach or Walk to Mill Pond!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: 15533 - Beach Cruiser: Bike to Nauset Beach or Walk to Mill Pond! The Space: This quaint cottage is locate ...
From $289 per night (USD)
Expedia
From $468 per night (USD)
VRBO
Rock Harbor Retreat: Special Get-Away Rates/Sept 26-Oct 4 - Long Week Ends
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Architecturally designed and built in 1989, this relaxed well-appointed vacation home is a perfect vacation get-away! D ...
From $468 per night (USD)
VRBO
From $1184 per night (USD)
VRBO
Breathtaking Home In The Pochet Association of East Orleans With Private Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax and unwind in this breathtaking 4BR/2.5BA central air conditioned home located in the Pochet Association of East O ...
From $1184 per night (USD)
VRBO
From $663 per night (USD)
VRBO
Walk to the beach at Little Pleasant Bay from this newly decorated cottage!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Walk to Little Pleasant Bay Beach from this newly decorated pet friendly cottage. Sleeping 6 - this rental has one bedro ...
From $663 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Luxurious, Modern Walk to Water!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: 15553 - Modern Serenity: Luxurious, Modern Walk to Water! The Space: Vacation on the Cape in style! Abutti ...
From $570 per night (USD)
Expedia
From $379 per night (USD)
VRBO
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 ...
From $379 per night (USD)
VRBO
From $891 per night (USD)
Expedia
Cape Cod Sunscape. Orleans
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Relax in an elegant private space filled with natural light. From the moment you arrive, you’ll feel peace and positive ...
From $891 per night (USD)
Expedia
From $1010 per night (USD)
VRBO
Luxurious Waterfront Home!
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Summary: 15526 - Nautical Dream: Luxurious Waterfront Home! The Space: Orleans, Cape Cod is a picturesque town full ...
From $1010 per night (USD)
VRBO
From $427 per night (USD)
Expedia
1 Mile to Nauset Beach! Family and Dog Friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: 15537 - Starry Night: 1 Mile to Nauset Beach! Family and Dog Friendly! The Space: Conveniently located bet ...
From $427 per night (USD)
Expedia
From $650 per night (USD)
VRBO
The Parson’s Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cozy cottage in a great location opposite Nauset Farm Shop, close to Nauset Beach, and walking distance to shops and re ...
From $650 per night (USD)
VRBO
From $517 per night (USD)
Expedia
Highly Rated Cottage in Orleans, Cape Cod
Bedrooms:
1
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 $517 per night (USD)
Expedia
From $717 per night (USD)
VRBO
2 Min Walk to Private Beach & Boat Launch!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15536 - The Lily Pad: 2 Min Walk to Private Beach & Boat Launch! The Space: Escape to paradise at this oce ...
From $717 per night (USD)
VRBO
From $343 per night (USD)
VRBO
OFF MARKET! F VRBO!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
ENHANCED CLEANING/DISINFECTING and SELF CHECK-IN ! On the picturesque SALTWATER town cove in Orleans Village. Right out ...
From $343 per night (USD)
VRBO
From $440 per night (USD)
VRBO
OFF MARKET!! F VRBO!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
ENHANCED CLEANING/DISINFECTING and SELF CHECK-IN ! On the picturesque town cove in Orleans Village. Right out your w ...
From $440 per night (USD)
VRBO
From $468 per night (USD)
Expedia
Central AC Close to Nauset Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 15550 - Mainsail: Central AC Close to Nauset Beach! The Space: Wake up, take a quick stroll down Main Stre ...
From $468 per night (USD)
Expedia
From $452 per night (USD)
VRBO
The Perfect Beach Getaway!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 15534 - The Bunny Patch: The Perfect Beach Getaway! The Space: Our cheerful and impeccably clean home is l ...
From $452 per night (USD)
VRBO
From $3373 per night (USD)
Expedia
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Bedrooms:
2
Bathrooms:
7
Sleeps:
26
Relax & reunion with a beautiful, peaceful & new construction home. Enjoy all summer activities in the area, take a wal ...
From $3373 per night (USD)
Expedia
From $1676 per night (USD)
VRBO
Waterfront Fun at this Huge Family Estate!
Bedrooms:
8
Bathrooms:
11
Sleeps:
23
Summary: 14477 - The Captains Estate: Waterfront Fun at this Huge Family Estate! The Space: **Note: Pictured Dock w ...
From $1676 per night (USD)
VRBO
From $1744 per night (USD)
Expedia
3 Bicycles Provided! Cape Cod Cottage w/ Deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beach Chairs & Towels | Lush Yard | 2 Living Areas Classic Cape Cod charm awaits at 'Captain’s Walk' cottage, just over ...
From $1744 per night (USD)
Expedia
From $692 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 b ...
From $692 per night (USD)
VRBO
From $577 per night (USD)
Expedia
Waterfront on the Cove, NEW Kitchen and Central AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: 15540 - Afterdune Delight: Waterfront on the Cove, NEW Kitchen and Central AC The Space: Relax and unwind ...
From $577 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Mins to Nauset Beach & Walkable to Town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 15535 - Beach Walk: Mins to Nauset Beach & Walkable to Town! The Space: This spacious and clean home is in ...
From $442 per night (USD)
VRBO
From $365 per night (USD)
Expedia
Minutes to Nauset Beach, Central AC, Game Space!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 15505 - Sea Rose: Minutes to Nauset Beach, Central AC, Game Space! The Space: Escape to Sea Rose, a charmi ...
From $365 per night (USD)
Expedia
From $377 per night (USD)
VRBO
1 min drive to Rock Harbor, 2 min to Town!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: 15504 - Harbor Haven: 1 min drive to Rock Harbor, 2 min to Town! The Space: Nestled just a stone's throw f ...
From $377 per night (USD)
VRBO
From $513 per night (USD)
Expedia
Waterfront on Crystal Lake!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 15515 - Lakeside Hideaway: Waterfront on Crystal Lake! The Space: Embark on a tranquil lakeside retreat at ...
From $513 per night (USD)
Expedia
From $643 per night (USD)
VRBO
Private Beach and Roof Top Deck!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 15506 - Shipmates Beach House: Private Beach and Roof Top Deck! The Space: Discover coastal living at Ship ...
From $643 per night (USD)
VRBO
From $773 per night (USD)
Expedia
Steps to Nauset Beach, Private Yard!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Summary: 15530 - Sea Fever: Steps to Nauset Beach, Private Yard! The Space: Along the coveted seaside bluff of Naus ...
From $773 per night (USD)
Expedia
From $466 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 starting your day with ...
From $466 per night (USD)
VRBO
From $836 per night (USD)
Expedia
Private pool 3 mins to Skaket Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 15517 - Endless Summer: Private pool 3 mins to Skaket Beach! The Space: Imagine long afternoons by the poo ...
From $836 per night (USD)
Expedia
From $468 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 Ska ...
From $468 per night (USD)
VRBO
From $453 per night (USD)
Expedia
1.6 mi to Nauset Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: 15549 - Shore Bird: 1.6 mi to Nauset Beach! The Space: Whether you are looking for a quiet and restful vac ...
From $453 per night (USD)
Expedia
From $510 per night (USD)
VRBO
4-5 Min to Mill Pond or Nauset Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: 15542 - Nauset Bound: 4-5 Min to Mill Pond or Nauset Beach! The Space: An incredible home awaits in the he ...
From $510 per night (USD)
VRBO
From $743 per night (USD)
Expedia
Pond-Front Home w/ Water Views!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: 15555 - Heron House: Pond-Front Home w/ Water Views! The Space: Overlooking Shoal Pond in a private Orlean ...
From $743 per night (USD)
Expedia
From $597 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 sa ...
From $597 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Newly updated spacious steps to water!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: 14480 - Fore and Aft: Newly updated spacious steps to water! The Space: **Note: Pictured Dock will not be ...
From $407 per night (USD)
Expedia
From $247 per night (USD)
VRBO
Cute Cottage Living by the Sea!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: 14479 - Lifeboat Lights: Cute Cottage Living by the Sea! The Space: **Note: Pictured Dock will not be avai ...
From $247 per night (USD)
VRBO
From $2191 per night (USD)
Expedia
4 miles to Orleans beaches & close to town!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
This spacious and sunlit contemporary post and beam home with cathedral ceilings is ideally located near town and privat ...
From $2191 per night (USD)
Expedia
From $704 per night (USD)
VRBO
Spacious Game Room Close to Nauset Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Summary: 15529 - Beach Bend: Spacious Game Room Close to Nauset Beach! The Space: This exquisitely renovated home o ...
From $704 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Dream Waterfront A-Frame in Orleans!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: 15544 - Sunset Chalet: Dream Waterfront A-Frame in Orleans! The Space: Walking up to this beautiful waterf ...
From $370 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Walk to Nauset Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: 15521 - Nauset Beach Bungalow: Walk to Nauset Beach! The Space: Our classic Cape cottage is the perfect pl ...
From $253 per night (USD)
VRBO
From $521 per night (USD)
Expedia
Celebrate July4th week 2026 at the Cranberry Cottage!
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 $521 per night (USD)
Expedia
From $455 per night (USD)
VRBO
Spacious Home with Sprawling Yard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15569 - Nauset Haven: Spacious Home with Sprawling Yard! The Space: The sun shines down on the salty shore ...
From $455 per night (USD)
VRBO
From $844 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 $844 per night (USD)
Expedia
From $2416 per night (USD)
VRBO
Beachfront house with amazing views of the Atlantic Ocean and Nauset Inlet.
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
The best views of anywhere on the Cape! Welcome to Nauset Heights. This comfortable and classic cottage has it all: a se ...
From $2416 per night (USD)
VRBO
From $802 per night (USD)
VRBO
Private Retreat for Families Yet Near Everything in Orleans!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
As you eagerly turn down the white shell driveway you will see this backlot property and instantly fall in love with thi ...
From $802 per night (USD)
VRBO
From $397 per night (USD)
VRBO
A Change of Pace: Relaxing Orleans Getaway
Bedrooms:
1
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 $397 per night (USD)
VRBO
From $752 per night (USD)
Expedia
Walk to Town, Fully Renovated!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Summary: 15531 - Maplewood Manor: Walk to Town, Fully Renovated! The Space: Discover the charm of Orleans in this t ...
From $752 per night (USD)
Expedia
From $2159 per night (USD)
VRBO
Hydrangea Hideaway: 236-O Luxurious Orleans Estate w/Pool, Cabana, Game Room, and Stunning Finishes
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
This property is Professionally Managed by Pretty Picky Properties Luxurious Orleans Estate with Pool, Cabana, Game Roo ...
From $2159 per night (USD)
VRBO
From $503 per night (USD)
Expedia
Walk to Nauset Beach, Updated and Cozy!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 15581 - Beach Daze: Walk to Nauset Beach, Updated and Cozy! The Space: Discover your dream Cape Cod vacati ...
From $503 per night (USD)
Expedia
From $1124 per night (USD)
VRBO
3 Cottages, Walk to Nauset Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Summary: 15585 - Beach Charmer: 3 Cottages, Walk to Nauset Beach! The Space: Escape to Orleans, where this charming ...
From $1124 per night (USD)
VRBO
From $184 per night (USD)
Expedia
Studio, Walk to Nauset Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: 15587 - Sea Wind: Studio, Walk to Nauset Beach! The Space: Experience a true Cape Cod cottage at this char ...
From $184 per night (USD)
Expedia
From $179 per night (USD)
VRBO
Studio perfect for 3, Walk to Nauset Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: 15588 - Beach Rose: Studio perfect for 3, Walk to Nauset Beach! The Space: Experience a true Cape Cod cott ...
From $179 per night (USD)
VRBO
From $403 per night (USD)
Expedia
Cozy Cottage Walk to Nauset Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: 15586 - Quarterdeck: Cozy Cottage, Walk to Nauset Beach! The Space: Just a 0.2 miles walk to Nauset Beach, ...
From $403 per night (USD)
Expedia
From $544 per night (USD)
VRBO
Charming 3-bedroom house with WiFi, Dogs considered, in Orleans
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Traditional Cape House, the Best of Cape Cod, and the Get-Away you need to unwind in Orleans at this tranquil house with ...
From $544 per night (USD)
VRBO
From $334 per night (USD)
Expedia
Central location! Bungalow for 2 + Garden
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore Cape Cod from our single-level house in Orleans. Tucked away in a quiet area yet incredibly central, this ideal ...
From $334 per night (USD)
Expedia
From $452 per night (USD)
VRBO
Stylish Orleans home with spacious deck - near bay & ocean beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Paradise On Cape Cod The Space: This home sits right next to a wetland preserve, making wildlife viewing a ...
From $452 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Charming home within walking distance to Nauset Beach and National Seashore
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nauset Beach Buddy The Space: Just steps from Nauset Beach, this private garden-level apartment offers a c ...
From $328 per night (USD)
Expedia
From $665 per night (USD)
VRBO
Beautifully remodeled cottage near the beach with central AC, gas grill & lawn
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: The Quintessential Cape Cottage The Space: Completely renovated, this stunning Cape Cod vacation cottage i ...
From $665 per night (USD)
VRBO
From $724 per night (USD)
Expedia
Quiet home near Pilgrim Lake with deck, W/D, AC, games, & large yard
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: Great White Cape Escape The Space: Escape to the picturesque town of Orleans, and unwind in this spacious ...
From $724 per night (USD)
Expedia
From $733 per night (USD)
VRBO
Cozy home close to the beach with deck, porch, W/D, & foosball table
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Summary: Pochet Escape The Space: Nestled in the charming town of Orleans, MA, this beautiful house is the perfect ...
From $733 per night (USD)
VRBO
From $776 per night (USD)
Expedia
Inviting family escape with sunroom, deck, W/D & easy access to Nauset Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Coastal Landing The Space: Welcome to Coastal Landing, your inviting Cape Cod retreat tucked away in the p ...
From $776 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Gray Gables | House in Orleans
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Summary: Gray Gables The Space: <b>What We Love</b> Classic Cape Cod charm and a convenient location within walking ...
From $459 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Two-story home with new kitchen, washer/dryer, large yard, and pool table
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Barley Breeze The Space: Escape to this beautiful and private Cape Cod retreat in Orleans, MA, where tranq ...
From $621 per night (USD)
Expedia
From $480 per night (USD)
VRBO
West-facing pure waterfront home in Orleans, overlooking Arey's Pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Arey's Pond Point The Space: Kayakers and nature lovers take note! This four-bedroom, two-bathroom house s ...
From $480 per night (USD)
VRBO
From $1081 per night (USD)
Expedia
Enchanting waterfront home with two decks, grill, kayaks, board games, W/D, & AC
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Summary: Sailor Sanctuary The Space: A unique getaway awaits you on the shoreline of Pleasant Bay. Built like a shi ...
From $1081 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Tranquil & sunlit home with peaceful yard, large deck, & fireplace - near beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Summary: Saltwater Haven The Space: Discover ultimate relaxation and plenty of beachside fun with this idyllic, mul ...
From $432 per night (USD)
VRBO
From $429 per night (USD)
Expedia
2nd floor Cottage, Oceanview, Deck, Shared Grill, & Outdoor Shower
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Nauset Beach Dream The Space: Just steps from Nauset Beach, this upper-level Cape Cod cottage offers a rel ...
From $429 per night (USD)
Expedia
From $814 per night (USD)
VRBO
Spacious home with huge deck & tree-lined yard, grill, & WiFi - great location
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Spinnaker Trail The Space: You couldn't ask for a better location for your next, or first, Cape Cod escape ...
From $814 per night (USD)
VRBO
From $899 per night (USD)
Expedia
Beautifully Remodeled Classic Beach Home on Cape Cod Rail Trail
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: The Salty One The Space: Around the corner from the Cape Cod Rail Trail and near Skaket Beach, this beauti ...
From $899 per night (USD)
Expedia
From $497 per night (USD)
VRBO
Skaket Beach escape: Corner-lot home with big yard - walk to Warm Bayside Shore
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Namskaket Retreat The Space: Nestled in the charming town of Orleans, MA, this delightful three-bedroom ho ...
From $497 per night (USD)
VRBO
From $731 per night (USD)
Expedia
Charming home steps to beach, includes 2 full units with patio, grill, & views
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Summary: Nauset Beach Getaway The Space: Nauset Dream – Two-Unit Family Retreat This two-unit Cape Cod property in ...
From $731 per night (USD)
Expedia
From $824 per night (USD)
VRBO
Capeside: 540-O Vintage Luxury in Orleans
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Vintage Luxury in Orleans NEW Listing in 2026! Sle ...
From $824 per night (USD)
VRBO
From $2781 per night (USD)
Expedia
Pochet Point Estate 056-O: Pochet Estate with Nauset Beach Access, Pool & Panoramic Views
Bedrooms:
7
Bathrooms:
7
Sleeps:
16
This property is professionally managed by Pretty Picky Properties. Pochet Point Estate with Nauset Beach Access, Pool ...
From $2781 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Cozy 1 bedroom cottage in beautiful Orleans with AC. A perfect spot to get away.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your getaway awaits in Orleans at this pleasant cottage. Our Saturday check in/out rental week is perfect for all. Gues ...
From $336 per night (USD)
VRBO
From $952 per night (USD)
Expedia
Spacious pet-friendly home, close to Nauset & Skaket beaches and Orleans village
Bedrooms:
4
Bathrooms:
5
Sleeps:
9
Spacious historic farmhouse, centrally located in beautiful Orleans; close to Main St shops, restaurants, bike trail & t ...
From $952 per night (USD)
Expedia
From $472 per night (USD)
VRBO
Nauset Heights Carriage House
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the serene charm of the Nauset Heights Carriage House, perfectly nestled in the picturesque Orleans area. This ...
From $472 per night (USD)
VRBO
From $951 per night (USD)
Expedia
Elegant Coastal Retreat with Ocean Views Near Mill Pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to your perfect Cape Cod escape. This beautifully appointed four bedroom, two and a half bath coastal home offer ...
From $951 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Walk to Water, Cozy, Dog Friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: 15593 - Driftwood Days: Walk to Water, Cozy, Dog Friendly! The Space: At Driftwood Days, each morning welc ...
From $439 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Chic Boho Escape Minutes to Nauset Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: 15592 - Bohemian Rhapsody: Chic Boho Escape Minutes to Nauset Beach! The Space: Experience a stylish Cape ...
From $508 per night (USD)
Expedia
From $661 per night (USD)
VRBO
Waterfront Oasis with Game Space, Newly Renovated!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15594 - Coast Away: Waterfront Oasis with Game Space, Newly Renovated! The Space: Let yourself be transpor ...
From $661 per night (USD)
VRBO
From $571 per night (USD)
Expedia
3 Mi to Nauset Beach! Family Home w/ Private Yard
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Centrally Located | Spacious Sunroom w/ Outdoor Porch & Patio The coast is calling, and this cozy Orleans vacation ren ...
From $571 per night (USD)
Expedia
From $718 per night (USD)
VRBO
Private Orleans Getaway Near Bakers Pond & Beaches (2422)
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your perfect Cape escape! NEW TO RENTALS in 2026, this recently renovated Orleans home offers stunning hardwo ...
From $718 per night (USD)
VRBO
From $644 per night (USD)
Expedia
Spacious and unique 4-bedroom house with private beach in marvelous Orleans
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This Orleans house boasts 4 inviting bedrooms, including 3 queen beds and 2 twin beds. Guests enjoy 2 full bathrooms and ...
From $644 per night (USD)
Expedia
From $443 per night (USD)
VRBO
Sweeping Water Views, Walk to Town, Outdoor Shower!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 15589 - Cobblestone Cottage: Sweeping Water Views, Walk to Town, Outdoor Shower! The Space: Discover your ...
From $443 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Charming Retreat with AC, Fire Pit, Game Room!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 15590 - Seashell Whisper: Charming Retreat with AC, Fire Pit, Game Room! The Space: Step into the effortle ...
From $376 per night (USD)
Expedia
From $663 per night (USD)
VRBO
Heated Plunge Pool, Theater Room, Backyard Fun!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: 15591 - Captain's Dive: Heated Plunge Pool, Theater Room, Backyard Fun! The Space: Step into coastal charm ...
From $663 per night (USD)
VRBO
From $2340 per night (USD)
Expedia
Briar Springs Pool/Spa Getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to the charming Briar Woods neighborhood in Orleans, where unforgettable family memories await. Just a quick four ...
From $2340 per night (USD)
Expedia
From $524 per night (USD)
VRBO
The Salteen House. Family Cape Escape • Dogs Welcome • Near Nauset & Skaket
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to The Salteen House — our family’s Cape Cod getaway in the heart of Orleans. The name just felt right: a littl ...
From $524 per night (USD)
VRBO
From $481 per night (USD)
Expedia
Short Walk to Water, Mins to Nauset Beach, AC!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 15596 - Sandy Wishes: Short Walk to Water, Mins to Nauset Beach, AC! The Space: Welcome to Sandy Wishes, y ...
From $481 per night (USD)
Expedia
From $547 per night (USD)
VRBO
Game Room, Central AC, Dog Friendly!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 15595 - Dune Crest: Game Room, Central AC, Dog Friendly! The Space: Welcome to Dune Crest, a spacious Cape ...
From $547 per night (USD)
VRBO
From $950 per night (USD)
Expedia
Charming 6BR Orleans Retreat, Great Outdoor Space, Walk to Orleans Town
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
If you are looking for the perfect vacation rental, in the perfect location, look no further! This adorable 6 bedroom/3 ...
From $950 per night (USD)
Expedia
From $658 per night (USD)
VRBO
Classic Cape House 5M to Nauset Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beach Days | Sunset Walks | Bedroom A/C Discover the best of Cape Cod from this Orleans vacation rental home with air c ...
From $658 per night (USD)
VRBO
From $1581 per night (USD)
Expedia
Waterfront Orleans Oasis with a Private Deep Water Dock
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape from it all at this private and classic Cape Cottage. With 4 bedrooms + two full baths (newly renovated) and a do ...
From $1581 per night (USD)
Expedia
From $728 per night (USD)
VRBO
4BR Kenrick Woods Getaway
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
South Orleans Getaway is a welcoming four-bedroom home tucked into a quiet residential neighborhood in Orleans, offering ...
From $728 per night (USD)
VRBO
From $480 per night (USD)
Expedia
On Bakers Pond, an Upscale Cabin
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Note: Previously occupied by a year-round renter; now available again for summer stays. (Friday-Friday) Enjoy sunset vi ...
From $480 per night (USD)
Expedia
From $609 per night (USD)
VRBO
Long View Cottage Close to Nauset, Skaket, & Bakers Pond
Bedrooms:
1
Bathrooms:
2
Sleeps:
9
JUST LISTED - JUST IN TIME FOR SUMMER! The beautifully updated home can sleep up to 9 people with the finished lower le ...
From $609 per night (USD)
VRBO
From $553 per night (USD)
VRBO
Nauset Breeze - charming 2-bedroom house in beautiful Orleans with AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
RELAX IN STYLE AT OUR BOHO BEACH RETREAT IN EAST ORLEANS Enjoy your stay in this newly renovated, single-level home desi ...
From $553 per night (USD)
VRBO

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Results: 283 Rentals