
Pet-friendly vacation rentals in Raymond
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Raymond

Total vacation rentals
Explore 90 vacation rentals in Raymond

Nightly prices starting at
Raymond vacation rentals start at ﺩ.ﺇ 404 per night before taxes and fees

Verified guest reviews
Over 2,550 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 of Raymond vacation rentals include wi-fi access

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

4.8 Average rating
Raymond stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Raymond
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!
Perched at the summit with complete privacy and sweeping views of Mount Washington, the White Mountains, and Woods Pond, Mainely Mountain Views is a 4-bedroom Maine retreat that earns its name the moment you step onto the deck. Perfect for large groups with easy access to Pleasant Mountain, Long Lake, Sebago Lake, and the Saco River - plus hiking, mountain biking, and snowmobile trails. Watch the sun set over the mountains from the hot tub. The kind of place you come to relax, unwind, and enjoy.

Luxury Year-round Hobbit House w/ private hot tub
Fern Hollow is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Large Loft—Walk to Breweries— Coffee Bar—King Bed
Located on outer Forest Avenue in Portland, Maine, Forest Loft is an impressive, custom built, 1 bedroom / 2 bathroom apartment with vaulted ceilings and plenty of space. Due to its close proximity to the breweries on Industrial Way, Forest Loft commonly welcomes craft beer fans from all over the world. Enjoy the proximity to popular amenities while only a short ride from downtown Portland. MAINE'S TOP HOST OF 2022 https://news.airbnb.com/celebrating-our-top-new-hosts-in-each-us-state-for-2022

Cozy Family Home with Beach Access
Complete remodel with access to a private beach, boat ramp, and dock. This charming open floor plan ranch features 3 bedrooms, 1 bath, fireplace, 1st floor laundry, granite countertops, new appliances, and a lovely porch. Enjoy a large sandy beach area with picnic tables and kayak rack. The water gradually deepens, perfect for families. Close to 2 marinas, a restaurant, and a sandwich shop. Professionally remodeled with all new systems and finishes. Essentially a new home in a prime location.

StreamSide Getaway- HOT TUB / AC/ Wi-Fi
The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

On the water Boathouse!
In the water! Two story boathouse. Originally built in 1939 and parked boats in until 1972. Converted to living space in the early eighties. The upstairs consist of a bedroom walk in closet and a balcony. The downstairs is a living room, kitchen and bathroom. Walk out the door to the patio , dock , and beach! You won't find anything closer to the water! The balcony is the perfect place to watch the sunset, thunderstorms, or sip your morning coffee. Watch the fish out the window!

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Paradise in the Lakes Region
Spectacular, expansive, state-of-the-art log cabin—your ultimate four-season escape. Summer fun (beaches & watersports galore), winter ski trips (just 25 minutes to Pleasant Mountain, formerly Shawnee Peak), & unforgettable year-round gatherings. Chef’s kitchen with two ovens, dining for eight + bar seating, sleeps up to 12 (with 2 king beds), two living rooms, and abundant outdoor dining & lounge space, including a playground - designed to make every moment a memory!

open concept Guest Suite in southern Maine
A short distance to many nature trails, Bradbury Mountain, state parks and the rocky coastline. This North Yarmouth guest suite is nestled between all the breweries and restaurants Portland has to offer as well as the famous outlet shopping in Freeport. We are located in a unique location where you are able to go from the rocky coast to the hiking trails all within 30 minutes. The guest suite is perfect for quiet lodging after a day of exploring or visiting.

Sunset Haven - Little Sebago Lake
Sunset Haven is a beautiful 3BR, 1.5 bath year round lakeside cottage on Little Sebago Lake in Gray, Maine. It boasts a private beach and water frontage in the heart of Maine's Sebago Lakes Region. Located only about half an hour max from Portland, Maine and the Atlantic coastline, approximately an hour or less from Shawnee Peak and the Sunday River Ski areas, 40 minutes from Oxford Casino, this area is truly a great destination for four season recreation.

The Retreat at Crystal Lake Farm
This getaway features two spacious bedrooms plus an upstairs bedroom loft, sleeping up to 6 with ease. The large bathroom is accessed by both the master bedroom and living room and features on-site laundry. For guests who love to cook the kitchen is fully equipped and the deck is a perfect place to relax in the summer and enjoy the view. In colder seasons guests are encouraged to cozy up by the wood-burning stove or use the outdoor BARREL SAUNA.
Popular amenities for Raymond pet-friendly home rentals
Pet-friendly house rentals

Lakehouse Retreat on Jordan Bay, Sebago Lake

Lakefront summer getaway for 6

Sunny Artist’s Home Filled with Plants

The Loons' Nest: Lakefront oasis w/ private dock

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Peaceful Getaway at The Ledges

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf

Lake front home on Little Sebago
Pet-friendly home rentals with a pool

White Mountains Hiking Dogs Storyland Family

Spacious Condo-Attitash Ski-Storyland-Saco & More!

Nordic Village Resort | Highlands Top Floor King

Portland Sweet Escape

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Centrally located, Spacious: Ski, Hike, Swim, Bike

Stunning 2BR with Mountain Views | Nordic Village

Steep Falls Escape, river & falls just steps away
Private, pet-friendly home rentals

The Purple House by Pettingill Pond

Waterfront Vacation Retreat with lots of Amenities

Trickey Moose Family Retreat | Fire Pit Kayaks

Cozy Maine Lakefront Paradise

Sebago Lake family friendly escape w dock, dogs ok

The Cloud Cabin

Modern Cabin: View, Hot Tub, 10 min Walk to Lake

The Great Escape - Picturesque Sebago Lake
When is the best time to visit Raymond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,098 | ﺩ.ﺇ 1,318 | ﺩ.ﺇ 1,208 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,138 | ﺩ.ﺇ 1,337 | ﺩ.ﺇ 1,440 | ﺩ.ﺇ 1,542 | ﺩ.ﺇ 1,135 | ﺩ.ﺇ 1,109 | ﺩ.ﺇ 1,124 | ﺩ.ﺇ 1,175 |
| Avg. temp | -6°C | -4°C | 1°C | 6°C | 12°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -2°C |
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- Pet-friendly rentals Cumberland County
- Pet-friendly rentals Maine
- Pet-friendly rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Sunday River Resort
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Footbridge Beach
- Popham Beach State Park
- Cape Neddick Beach
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Cranmore Mountain Resort
- King Pine Ski Area
- Conway Scenic Railroad
- Hills Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
- Pleasant Mountain Ski Area





