
Pet-friendly holiday rentals in Orleans
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Orleans
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Slate House - a modern waterfront getaway
Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

1850 Orleans Antique Home with Path to Arey’s Pond
Make memories at this private family and pet-friendly 3 BR Orleans antique Cape Cod home with access to Arey’s Pond. Kayak and paddle-board directly to Little Pleasant Bay and beyond. The property was once home to the town tavern on Old County Road en route to Orleans. Enjoy the wrap-around 3 season porch. Antique home with bath and other renovations that were recently completed. We want to share this unique property with those who appreciate the history. Please ask questions!

5-bedroom Cape with a pool and yard games.
Five-bedroom and three-bath Cape style home with large fenced backyard and an inground pool. Various yard games are available - outdoor ping pong table and corn toss. Short distance to Pleasant Bay, freshwater ponds, and the ocean. Approximately five miles from downtown Chatham and Orleans Center. A variety of local shops, and restaurants, and catch the Cape Cod Baseball under the lights just minutes away. (Our pool is not heated - the opening and closing is weather dependent).

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes
☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Shining Sea Condo
Ocean Edge Condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. TWO KING beds, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC units and heat throughout the entire unit. Wifi and THREE smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Private Pond-side Cape Cod Home
Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

The Sea Captain's Carriage House
The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

East Orleans Aerie Between 2 Ocean Beaches!
Spacious and serene, this up-to-date, upside-down house is the perfect spot to nestle in a quiet neighborhood and enjoy the seclusion of a dead-end street. While there is plenty to do at the house, you also have easy access to all else you may want. Walk to conservation trails or the harbor cove. See the sunrise at majestic Nauset on the Atlantic, or catch sunset at Skaket on the tranquil Cape Cod Bay. A beach house with all the comforts of home.

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
• Fully equipped + stocked kitchen • Driveway parking for 3 vehicle + boat • Outdoor fire pit + hammock • Enclosed outdoor hot shower + sink • Access to private Blueberry Pond • Private deck Weber gas grill Cape Cod corn Hole yard game • Onsite washer + dryer • 15min drive to Chatham • 10min drive to Orleans Stroll to Nickerson State Park 6 Adirondack chairs Sea Peace Cottage-East Brewster

Walk to Beach, Pet Friendly, New Fenced Backyard!
Welcome to The Library! This newly renovated Eastham home is just a short walk to Thumpertown Beach and a quick drive to the National Seashore. Enjoy a redesigned eat-in kitchen, a screened-in three-season room, and a fully fenced backyard with brand-new pavers, a fire pit, and space for kids and dogs to play. Pet friendly and perfect for relaxing—come unwind and enjoy the best of the Cape

A quiet, private, unique spot in a great location!
The apartment is completely separate from the house with a private deck. The property is surrounded by conservation land so the closest neighbor is not visible from the apartment or the yard. We offer self check in and allow our guests complete privacy during their stay. We follow the guidelines for cleaning provided by Airbnb and the CDC. Room Occupancy Excise Reg. Cert. C0013100410

Cozy Waterfront Apartment, Private Beach Access
Charming living space with nautical decor invites you to unwind off the grid for a few days. There is a window seat for reading, small high top for morning coffee, and all the accessories for a relaxing day at the beach. A five minute drive into town for local shopping and dining. Many scenic trails for walking and biking. Make us your base as you explore Cape Cod’s beautiful shores!
Popular amenities for Orleans pet-friendly home rentals
Pet-friendly house rentals

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

* Walk to the beach - Swiss Beach House! *

Cozy house in Harwich new renovation

Beautiful home & backyard oasis

Pet Friendly-Private Family House-Near Beaches

Over Joy: close to Nauset Beach, A/C, EV charger

Bralla by the Bay

Chatham, MA - 6 Sabins Lane 5BR + Outdoor Shower
Pet-friendly home rentals with a pool

Harwich Haven: Pool & Fire Pit

Harwich House: Private Pool, Game Room & Putt-Putt

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

Mansion with Heated Pool Near Ocean

Game Room- Movie Projector Room- Fire Pit

Seaview Summit | Ocean Views, Indoor Pool, Beach

Winslow Acres [heated] Pool Escape; pool May-Oct

Renovated ranch with pool access
Private, pet-friendly home rentals

Sunburst Cottage on Long Pond

Happy Home in Harwich/Fenced backyard/Dog friendly

Bayside retreat - Brewster flats

Brewster Bay Getaway; walk to private & pub. beach

Pine Lodge - spacious and dog friendly!

Cape Cod home near National Seashore and bike path

1940 Cottage Studio/Loft Style Stunner! Dogs ok!

Coastal Cape Bungalow | 1.5 mi. to beaches
When is the best time to visit Orleans?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $511 NZD | $514 NZD | $480 NZD | $514 NZD | $523 NZD | $715 NZD | $986 NZD | $976 NZD | $559 NZD | $550 NZD | $628 NZD | $654 NZD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about holiday rentals that are pet-friendly in Orleans

Total holiday rentals
Explore 130 holiday rentals in Orleans

Nightly prices starting at
Orleans holiday rentals start at $119 NZD per night before taxes and fees

Verified guest reviews
Over 3,860 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
130 of Orleans holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Orleans rentals

4.8 Average rating
Orleans stays are highly rated by guests—averaging 4.8 out of 5!
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- Pet-friendly rentals Barnstable County
- Pet-friendly rentals Massachusetts
- Pet-friendly rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- Sandy Neck Beach
- New Silver Beach
- Pinehills Golf Club
- Nickerson State Park
- Cahoon Hollow Beach
- Popponesset Peninsula
- Lighthouse Beach
- Cape Cod Inflatable Park
- Nauset Beach
- Saquish Beach
- Race Point Beach
- Skaket Beach
- Sea Gull Beach
- Scusset Beach State Reservation
- Marconi Beach
- Falmouth Heights Beach




