
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.

★Waterview ★Pet Friendly ★Kayaks ★Trails ★
Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

Waterfront Spa|Hot Tub+Cold Plunge in Lake|King bd
✅All linens provided & beds made ✅ King bed / Queen / Twin over Full bunk ✅ Direct lake access = natural cold plunge Follow with hot tub recovery! ✅Waterfront hot tub for 6 -Open year round ✅Fully kitchen w/Carrera marble counters ✅Large waterfront dining rm ✅Gas Fireplace in living rm ✅Level backyard to lake ✅Dock for swimming & fishing ✅2 kayaks & 2 SUPs / beach chairs ✅Deck w/sitting & dining area ✅Patio w/seating & gas fire pit ✅Pet fee $30/day ✅W/D Locally managed

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.

gorgeous waterfront cottage w/4kayaks and 2 SUPs
Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

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!

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.

Unique Waterfront Artist Cottage
Once a horse stable, Lil Rose now sleeps up to five just a short walk from a private beach. PLEASE READ BEFORE BOOKING: Rentals in season (April-October) are only offered by the week (Saturday-Saturday). November rentals are offered with a 4-night minimum. Rentals December-March are offered with a 3-night minimum. Pets are accepted (max 2) but you MUST let us know in your booking request about your pet so that we can prepare the property.

Cape Hideaway
Private suite on the first floor guests have exclusive use of the entire place. The second floor is my residence. The suite has a bedroom with queen temperpedic mattress, living room with queen sleep sofa, small kitchenette and bath. The kitchen is equipped with a small refrigerator, microwave, coffee maker, kettle, single burner cooktop and crockpot. Guests have access to the upper deck (shared space) which has a patio set and gas grill.

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!

Violet’s Place- king bed- pet friendly- hot tub!
Fully renovated Cape Cod bungalow, less than a mile to West Dennis beach, bass river, restaurants and convenience store! The interior is chic with all new walk-in shower, soaking tub, boho butchers block kitchen and a warm living space with king bed and flat screen TV. Enjoy the pedicured yard with grill, fire pit, and private open roof hot tub! Pet friendly!

Cape Escape
Come stay at our cozy Cape Escape. Centrally located in Dennis Port within walking distance of many popular and famous amenities and beaches. Walk to breakfast, the beach, famous hot dog restaurant, BBQ, mini-golf, home made ice cream and more…. Private fenced in yard for family fun with more than adequate parking.
Popular amenities for Orleans pet-friendly home rentals
Pet-friendly house rentals

Stay & help• 50% of Nov. bookings $ goes to SNAP

Dog and family friendly fun in Harwich

East Orleans Aerie Between 2 Ocean Beaches!

Now Open for Fall 2025 | Dog Friendly Home!

Cape Cod Getaway 2 Bedroom Cozy Home

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

Pebbles-romantic cottage for two!

The Pearl: 3 Bedroom 500 steps to Englewood Beach!
Pet-friendly home rentals with a pool

Harwich Haven: Pool & Fire Pit

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

Sleeps 12 near beach. Hot tub game room

5-bedroom Cape with a pool and yard games.

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

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Home w/ golf view, salted heat pool, mins to beach

Winslow Acres [heated] Pool Escape; pool May 15
Private, pet-friendly home rentals

The Sunshine Cottage - cozy cape house!

Beautiful 4 bed/3 bath in Brewster, MA

Whitecap Cottage-Tiny Luxury! PETok-Fireplace/pit

Cottage Getaway walk to beach

Cottage Oasis by Lake-Kayaks, Fire Pit & Huge Yard

1 BR | Beach Access + Sun Deck

Central AC, Pet-friendly, Walk to water & town!

Sunset Sabbatical Cape Cod
When is the best time to visit Orleans?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $392 SGD | $395 SGD | $369 SGD | $395 SGD | $401 SGD | $549 SGD | $757 SGD | $749 SGD | $429 SGD | $392 SGD | $411 SGD | $405 SGD |
| 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 140 holiday rentals in Orleans

Nightly prices starting at
Orleans holiday rentals start at $92 SGD per night before taxes and fees

Verified guest reviews
Over 4,490 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
140 of Orleans holiday rentals include wifi 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
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- White Horse Beach
- Coast Guard Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Nauset Beach
- Lighthouse Beach
- Inman Road Beach
- Town Neck Beach
- Ellis Landing Beach
- Nickerson State Park
- New Silver Beach
- Falmouth Beach
- Cape Cod Inflatable Park
- Scusset Beach
- Peggotty Beach
- Corn Hill Beach
- Cahoon Hollow Beach