Pet-friendly vacation rentals in Wakefield

4.91 out of 5 average rating, 596 reviews

A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.

Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

The Canopy 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.

Outdoor spacesWalkabilityComfort

4.94 out of 5 average rating, 260 reviews

A private hot tub is surrounded by trees displaying vibrant autumn leaves, with a gentle stream flowing nearby. A fire pit sits beside the hot tub, offering a cozy gathering space. The cabin's exterior features wooden siding and large windows that invite natural light.

Tiny home in Norway

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

WalkabilityOutdoor spacesSolo travel

4.89 out of 5 average rating, 590 reviews

A serene outdoor space features a fire pit surrounded by natural stone. Lush greenery extends to distant mountain views under a partly cloudy sky, creating a peaceful setting for relaxation and outdoor gatherings.

Cabin in Tamworth

Secluded Mountain View Cabin • Private Sauna

A real cabin in the North Woods secluded, private, and surrounded by open sky and sweeping mountain views that remind you why you came. This log-style retreat sits deep in the woods above Tamworth, fully equipped for comfort without sacrificing the rugged feel. Hike local trails, stargaze in near-zero light pollution, or sit by the fire pit with the mountains in front of you. The optional wood-fired sauna steps from the door is the perfect end to the day. Sauna available as a one-time add-on.

PetsWalkabilityGetting around

4.99 out of 5 average rating, 181 reviews

A modern two-story home is set amidst a wooded area, featuring a spacious outdoor seating arrangement with a picnic table and various chairs. A fire pit and grill are present, with the soft glow of twilight highlighting the inviting exterior.

Cottage in Acton

Eclectic Lakefront Cottage on Great East Lake

Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

PetsOutdoor spacesQuiet

Place to stay in Shapleigh

5.0 out of 5 average rating, 137 reviews

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.

PetsOutdoor spacesView

4.98 out of 5 average rating, 326 reviews

Cabin in Alexandria

Mountain Lodge with Private Sauna

Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Outdoor spacesPetsHot tub

4.95 out of 5 average rating, 365 reviews

The living area features a blend of comfortable seating, including a dark brown recliner and a soft sofa. A wooden coffee table is centrally placed, adorned with decorative items. Natural light illuminates the space, complemented by neutral walls and subtle décor.

Home in Lebanon

Tranquility, Relaxation, Family, Romance

Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

PetsWalkabilityAccess

4.93 out of 5 average rating, 220 reviews

A modern cabin exterior is surrounded by lush greenery, featuring a spacious outdoor area with a fire pit at the center. Four wooden chairs are arranged around the fire pit, while a picnic table is nearby. String lights are hung to enhance evening ambiance.

Cabin in Madison

Cedar Hideaway: Walk to Pond, 15m N. Conway

Sip coffee on the screened porch listening to the wind in the pine grove. This modern cedar cabin is your sanctuary from the summer crowds, yet only 15 mins to the bustle of North Conway. Walk to the pond for a dip or read a book in the hammock. Equipped with fast WiFi and a fully stocked kitchen and charcoal grill. Cathedral Ledge and many hikes a short drive away. A tranquil, shady escape for those looking to slow down and breathe or your launchpad for White Mountain adventures.

Outdoor spacesWalkabilityDecor

4.96 out of 5 average rating, 165 reviews

A charming multi-story house with a distinctive tower is depicted, featuring several balconies and large windows. The exterior is painted in soft green, complemented by red accents. A well-maintained lawn is visible in the foreground, with several white Adirondack chairs arranged neatly.

Condo in Wolfeboro

Downtown Wolfeboro condo on Winnipesaukee w/Dock!

It's one thing to be right downtown in beautiful Wolfeboro, but add being right on the water w/your own porch, as you look over Wolfeboro Bay. Always something beautiful in front of you. This was my personal unit for a couple of years. It's fully equipped with a brand new bathroom lrg. tile shower, full kitchen, 55" UHD TV, Hi-Speed Internet, new Split System AC is comfy & quiet & a lrg. sectional couch that'll sleep-2 very comfortably. Lake living at its finest.

WalkabilityPetsCheck-in

4.92 out of 5 average rating, 120 reviews

A retro camper is situated on a wooden deck, framed by potted plants. Bright orange chairs are placed at a small table underneath a striped awning, providing shade. Decorative bunting hangs along the side, with a backdrop of lush, green woods.

Camper/RV in Milton

Retro Camper on farm property in Lakes Region, NH

Come experience this beautifully restored 1969 retro camper in a rural wooded setting. Located in the lakes region, it is close to hiking, swimming, apple orchards, as well as popular restaurants. Only 1 hr from Portland and 1.5 hrs from Boston. The camper is on a private and quiet 7-acre farm. The camper has a toilet, very small shower, sink, cooktop, fridge, and small microwave. The camper is very small w a tiny bathroom but cozy and comfortable. LGBTQ+ friendly.

PetsOutdoor spacesAccuracy

A serene view of the calm lake reflects the blue sky and surrounding pine trees, creating a peaceful atmosphere. A wooden dock extends into the water, offering a space for activities and relaxation.

4.98 out of 5 average rating, 209 reviews

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!

Outdoor spacesWalkabilityComfort

4.93 out of 5 average rating, 151 reviews

The A-frame cabin features a wooden exterior with a triangular roof and large windows. A deck with railings is accessed by stairs, and an American flag is displayed. The surrounding area includes gravel pathways and lush greenery, creating a serene outdoor setting.

Cabin in Warren

Breezy Moose - A Frame Cabin/ Pet friendly

Welcome to the White Mountain National Forest. Take it easy at this unique and tranquil getaway. Cozy A Frame Cabin with AC situated on quite side road. Perfect for romantic getaway or family trip. House is situated for family of 3 (2 adults plus 1 kid). Minutes walking from swimming whole on the Baker River. Ideally located, 30 minutes to Loon & Cannon for skiing, and convenient to I-93 or I-91. Newly renovated and furnished. Pet friendly (pet fee).

PetsWalkabilityLayout

Popular amenities for Wakefield pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.89 out of 5 average rating, 108 reviews

A warm and inviting living area features a wood-burning fireplace set against a stone wall. A spacious, light-colored couch faces the fire, complemented by a round ottoman and a wooden coffee table. Large windows allow natural light to fill the space, showcasing surrounding greenery.

Home in Intervale

As Unique as they come!

WalkabilityPetsQuiet

4.97 out of 5 average rating, 286 reviews

Home in Whitefield

Sunny Waterfront Cottage at FarAway Pond

WalkabilityPetsAccuracy

4.99 out of 5 average rating, 153 reviews

A private hot tub is situated outdoors, surrounded by greenery and offering views of the lake and mountains in the background. Two glasses of sparkling wine are placed on the tub's edge, reflecting the natural scenery under a clear blue sky.

Home in Woodstock

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

Outdoor spacesPetsHot tub

4.95 out of 5 average rating, 105 reviews

An aerial view displays a colonial home surrounded by vibrant autumn foliage, set on an expansive lawn. The nearby Kennebunk River curves through the landscape, bordered by trees. The property includes a serene setting with open spaces and distant houses visible among the greenery.

Home in Arundel

Classic, calm river view & centrally located home

WalkabilityOutdoor spacesCheckout

4.96 out of 5 average rating, 190 reviews

Home in Shapleigh

Lakehouse/HottubFirePit/2pvtdocks/SUPs/YAKs/LgYard

PetsOutdoor spacesLaundry

4.9 out of 5 average rating, 178 reviews

Home in Tamworth

Pet-friendly cabin with hot tub and beach access!

PetsWalkabilityHiking

5.0 out of 5 average rating, 115 reviews

An open living area is highlighted by large windows that frame scenic views of the marsh. A modern gas fireplace serves as a focal point, while a light-colored sofa and a small table with a plant create a welcoming ambiance. Bar seating for four extends to the kitchen.

Home in Higgins Beach

Higgins Beach *New* Beach Home & Private Offices

WalkabilityPetsIndoor spaces

A serene lakeside area features a stone fire pit surrounded by wooden seating. A pebbled path leads to the water’s edge, where the calm lake reflects the colorful foliage of nearby trees. Autumn hues create a peaceful backdrop for gatherings.

5.0 out of 5 average rating, 74 reviews

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

Outdoor spacesWalkabilityFamily

Pet-friendly home rentals with a pool

4.96 out of 5 average rating, 171 reviews

A private pool area features a colorful inflatable parrot floating in clear water. Surrounding the pool are several lounge chairs arranged for relaxation. Lush trees provide shade, and a fence ensures privacy for the space, which is brightly illuminated by natural sunlight.

Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

WalkabilityPetsCheck-in

Superhost

A cozy loft area features a comfortable seating arrangement with a plush chaise lounge, inviting relaxation. Natural light filters through a skylight, highlighting warm wooden beams and connecting to a private deck that offers scenic mountain views.

Cabin in Campton

4.84 out of 5 average rating, 152 reviews

The Golden Eagle - Mountain Lodge

WalkabilityOutdoor spacesSkiing

4.89 out of 5 average rating, 395 reviews

A cozy room features beige walls with subtle lines, accented by a large round mirror. A small kitchenette is equipped with a microwave and refrigerator. A spacious bed with red accents is arranged near bright windows, while a wooden dresser and a light-colored chair complete the space.

Apartment in Conway

NoCo Village King/Jacuzzi

PetsOutdoor spacesHeating

Superhost

Cabin in Freeport

4.92 out of 5 average rating, 183 reviews

Cozy storybook A-frame over a stream - 24

WalkabilityPetsParking

4.88 out of 5 average rating, 176 reviews

A gentle river flows over smooth, rocky surfaces, creating soft white rapids. Surrounding the water, a mix of evergreen and deciduous trees line the banks. A clear blue sky is visible above, enhancing the natural landscape.

Condo in Bartlett

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

Outdoor spacesPetsRiver

4.89 out of 5 average rating, 114 reviews

The large, historical home features a spacious outdoor deck adorned with string lights, creating a soft glow during twilight. The manicured lawn is visible in the foreground, while the house showcases a combination of large windows, highlighting the inviting interior ambiance.

Home in Falmouth

Large Historic 7 Bedroom home with Pool & Hot Tub

PetsWalkabilityNearby

4.94 out of 5 average rating, 118 reviews

Cabin in Bartlett

The White Mountains Signature Chalet

WalkabilityOutdoor spacesComfort

Home in Old Orchard Beach

4.95 out of 5 average rating, 151 reviews

OOB Oasis: 6BR Home w/ Private Pool Near Beach

WalkabilityOutdoor spacesKitchen

Private, pet-friendly home rentals

4.89 out of 5 average rating, 168 reviews

An A-frame cabin exterior is displayed, featuring a striking black facade and large windows that allow natural light to fill the space. A deck area with comfortable wicker seating and a table is visible, along with a hot tub for relaxation amidst the surrounding trees.

Cabin in Tamworth

Cozy & Modern A-Frame in the woods w/HOT TUB

Outdoor spacesPetsCheckout

4.99 out of 5 average rating, 205 reviews

A deck overlooking the water features a round table surrounded by four chairs, each with turquoise cushions. An umbrella stands in the center of the table, providing shade. A decorative rug with an oceanic design is positioned underneath the table, complementing the serene water views.

Cottage in Eliot

Salty Mermaid Cottage/Boat House

Outdoor spacesWalkabilityGetting around

4.85 out of 5 average rating, 274 reviews

A glamping Geodome stands elevated against a twilight sky, illuminated by warm lights. A small fire burns in a metal pit near a seated figure. Surrounding trees add greenery to the serene outdoor setting, creating a calming atmosphere.

Dome in Buckfield

StreamSide Getaway- HOT TUB / AC/ Wi-Fi

PetsOutdoor spacesHeating

5.0 out of 5 average rating, 40 reviews

Home in Acton

The Lake House in Acton

WalkabilityOutdoor spacesIndoor spaces

5.0 out of 5 average rating, 99 reviews

Cabin in Norway

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

WalkabilityPetsDecor

The image showcases a contemporary lakefront home surrounded by trees, reflecting on tranquil waters. A private beach area leads to the lake, while cozy adirondack chairs and a fire pit create a serene outdoor gathering space. The modern kitchen features stainless steel appliances and an open layout.

4.93 out of 5 average rating, 42 reviews

Modern Lake House| Private beach| Near White Mtns

Outdoor spacesPetsAir conditioning

A single-story house is nestled within a wooded setting, featuring a gravel driveway leading to the front entrance. The home displays a welcoming porch with a light-colored exterior and surrounding greenery, complemented by decorative plants and a canopy structure for parking.

5.0 out of 5 average rating, 9 reviews

Wooded Hideaway at Province Lake

Outdoor spacesHeatingCondition

The exterior of the lakefront retreat displays multiple decks surrounded by trees. A sandy beach area features lounge chairs and various watercraft, including kayaks and paddleboards. A private dock extends into the water, providing access to the lake for enjoyment.