Pet-friendly holiday rentals in Wakefield

4.99 out of 5 average rating, 159 reviews

The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.

Home in Naples

LUX Designer Private Waterfront

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

4.9 out of 5 average rating, 556 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.

4.98 out of 5 average rating, 146 reviews

Cabin in Alexandria

Handcrafted A-Frame near Newfound Lake & Hiking

Escape to Millmoon A-Frame Cabin <2 hours Boston. It's YOUR basecamp near: • Pristine Newfound Lake • Wellington State Park • AMC Cardigan Lodge • Ragged Mountain, Tenney Mountain, Loon ski resorts • Plymouth State University • Mountain biking, hiking, snowmobile, birding, swimming, beach nearby After your adventures relax with a fire pit, grill deck, and soothing forest views immersed in the serenity of our working homestead. Have 3+ guests? See our lodge + sauna airbnb.com/h/darkfrostlodge

4.97 out of 5 average rating, 252 reviews

A bright and airy bathroom features a freestanding bathtub and a walk-in shower with clear glass doors. Wood-paneled walls complement a light wood floor. Accessory details include a small shelving unit with neatly arranged towels and a potted plant on a side table.

Home in Acton

The ZEN welcomes you, your home away from home.

The goal is for you to relax, recharge, enjoy & breathe. We offer a private 3 person HOT TUB , seasonal outdoor warm shower& chiminea firepit , infrared SAUNA, 72" freestanding bathtub for the ULTIMATE spa experience. King bed with an adjustable & vibrating bed base. The cozy 600 sqf home is equipped with everything your heart could desire. Artistic Design around every corner. BOHO swings on the private porch. We abutt a 13 ac conservatory land with walking & hiking trails off the backyard.

4.99 out of 5 average rating, 157 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. Swing in the hammock while listening to the cry of the loons. Or enjoy your morning coffee overlooking the quiet cove from your covered porch. 100 feet of shoreline in the calm 3rd basin of the lake. This entire basin is a "no-wake" zone which allows safe swimming for the whole family. Enjoy fishing, search for turtles, or explore beyond the cove using the canoe, kayaks, or paddle boards. Dock your own boat at the 24' aluminum dock.

4.99 out of 5 average rating, 132 reviews

A cozy living space is featured, showcasing two reclining chairs and a wooden coffee table. The room is complemented by a decorative area rug and a wall-mounted TV. A dining table with chairs is visible in the background, along with a kitchen area and a stove.

Cabin in Campton

Stickney Hill Cottage

Stickney Hill Cottage is nestled up and away from the hustle of daily life. A quiet get-away for you to reconnect and make new treasured memories with a loved one. Located close to amenities in Campton, NH at the base of the White Mountains, this unique handcrafted cottage has been lovingly built using local wood , much of it from the property it is built on! Whether this is your base for adventure or you plan to stay in the entire visit, Stickney Hill is your special get-away location!

4.96 out of 5 average rating, 286 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.

4.9 out of 5 average rating, 534 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

Luxurious Mountainside Cabin! Fantastic Views!

Cozy Cabin with Sweeping Mountain Views! A great escape with total privacy. Relax by the Fire Pit overlooking the Mountains! Head up to North Conway to the White Mountains or go South to the Lakes Region. Then escape the traffic and retreat to the quiet of your Mountainside Cabin. Wood Fired Sauna on the premises! We provide everything you will need for your stay, and I mean everything, just bring a sense of adventure! Pets Welcome! *Pet Fee Applies! *Additional Fee for Sauna

4.93 out of 5 average rating, 134 reviews

A red post and beam house is nestled among trees, featuring multiple windows and a sloped roof. A wooden deck extends from the entrance, leading to a gently sloping yard surrounded by lush greenery. Sunlight filters through the leaves overhead.

Home in Limerick

Lakefront Getaway

Looking for a quiet peaceful getaway? Our Maine post and beam home is set on 7 acres of lake front. Great getaway to enjoy marshmallows and a roaring fire, kayaking, canoeing, swimming, boating or enjoy a great movie. For downhill skiers proximity to King Pine, Sunday River, Shawnee Peak and Black Mountain. Cross country and snow shoeing on property and on the lake. If you have a snow mobile- great trails available. Finally, great shopping in nearby North Conway at the outlets.

The exterior of the custom-built home is surrounded by tall trees, showcasing a wooden structure with a sloped roof and large windows. A deck features a built-in railing and a shaded pergola, while a set of stairs leads down from the entrance.

4.93 out of 5 average rating, 121 reviews

Spacious Belleau Lake House Amongst the Trees

You and your family & friends will feel right at home in this spacious custom built home in the tall trees across the street from beautiful Belleau Lake. There are three levels of living space, making it a great destination for small or mid sized groups or families looking to share a vacation without compromising privacy. It is also perfectly cozy for a couple. Enjoy the peacefulness of being high amongst the trees with the glow of the lake and shared sandy beach just steps away.

4.96 out of 5 average rating, 112 reviews

A scenic view of the lake is framed by tall pine trees, with clear blue water visible in the background. The smooth pavement leads toward the shore, where neighboring properties are seen along the waterfront.

Home in Laconia

Lakeside Getaway | Mooring, EV Charger + Kayaks

Discover Your Lakeside Escape at Lake Winnipesaukee! Welcome to your perfect home away from home in beautiful Laconia, NH! This brand-new, luxury 2-bedroom condo in the heart of Paugus Bay offers the ideal retreat for couples, small families, and outdoor enthusiasts alike. With stunning lake views, access to a day dock, and modern comforts throughout, it’s the perfect base to experience the very best of New Hampshire’s Lakes Region.

4.9 out of 5 average rating, 218 reviews

A queen-size bed is dressed in crisp white linens, complemented by decorative pillows in rich hues. A textured throw blanket adds warmth across the foot of the bed. Soft natural light filters in through a nearby window, highlighting the cozy atmosphere.

Flat

Cozy 2 BR Apt in Walking Distance to Restaurants

This is a private two bedroom apartment in a great location (15 minutes to downtown Portland). The apartment is in walking distance to eateries, Riverbank Park, grocery stores and local breweries. It is also located across the street from the police station on a dead end street. The unit is child friendly and has a pack 'n Play and high chair. (Please note that linens are not provided for the Pack n’ Play.)

Popular amenities for Wakefield pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 537 reviews

The exterior of the cabin is framed by tall trees, showcasing a wooden facade and a covered porch. Two rocking chairs are positioned on the porch, while a large boulder and log stumps are visible in the grassy yard.

Home in Thornton

The Niche...crafted & forged

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 out of 5 average rating, 57 reviews

Lakefront Boutique Cabin

4.83 out of 5 average rating, 489 reviews

A compact kitchen area is shown, featuring a full-size refrigerator, stove, and sink with countertop space. Cabinets are installed above and below the counter. A cozy futon couch is positioned in the foreground, complementing the warm wooden paneling on the walls.

Home in Albany

Cozy Guest Suite in White Mountain National Forest

A modern three-story house is set among lush greenery, featuring multiple large windows that allow natural light to flood the interior. A stone pathway leads to the front entrance, with outdoor seating visible on either side, enhancing the inviting exterior.

4.92 out of 5 average rating, 39 reviews

In the Trees - NH w/ Lake Access

4.97 out of 5 average rating, 268 reviews

Home in Whitefield

Lux Waterfront Cottage at FarAway Pond

4.94 out of 5 average rating, 166 reviews

The exterior of a cozy house is illuminated by warm lights during twilight. Snow blankets the ground and roof, while bare trees stand around the property. The entrance features a welcoming glow, suggesting a comfortable atmosphere inside.

Home in Greenfield

Charming House on 7 Acres in Rural New Hampshire

4.97 out of 5 average rating, 144 reviews

A historic duplex is showcased with bright yellow siding and a welcoming porch. The outdoor space features several lawn chairs arranged on a grassy area, alongside a picnic table. Large windows provide ample natural light, and a tree provides shade nearby.

Home in Cornish

The Watson House

4.97 out of 5 average rating, 324 reviews

The exterior of the house features a rustic red wood siding with large windows, set within a lush green landscape. The sloped roof is adorned with a bright red metal covering, complementing the natural surroundings. Smooth stones lead up to the entryway, surrounded by carefully maintained grass and shrubs.

Home in Eaton

White Mt Retreat: New Kitchen, W/D

Pet-friendly home rentals with a pool

4.89 out of 5 average rating, 288 reviews

A spacious room features a large bed with plush bedding against a warm-toned wall. A relaxing jetted tub is positioned beside it, with soft lighting provided by bedside lamps. A window allows natural light to enter, enhancing the overall calm and comfortable ambiance.

Flat in Bartlett

Attitash Retreat

Superhost

Two red chairs are positioned on a snow-covered balcony, offering views of the surrounding mountains and valley. The scene captures the serene beauty of the landscape, with distant hills under a partly cloudy sky.

Flat in Bartlett

4.81 out of 5 average rating, 130 reviews

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools

4.96 out of 5 average rating, 149 reviews

A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.

Home in North Deering

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

4.97 out of 5 average rating, 100 reviews

An aerial view captures the charming layout of The Inn & More, showcasing a cluster of cabins surrounded by lush trees. A swimming pool is centrally located on the property, with open spaces that invite relaxation amidst the natural beauty of the White Mountains.

Cabin in Bartlett

Two Bedroom Two Bath Cabin

4.98 out of 5 average rating, 175 reviews

A cozy cabin is nestled among tall trees, featuring a wooden exterior and gray front door. A gravel path leads to the entrance, with a deck on the left that includes a grill. Natural greenery surrounds the home, providing a serene atmosphere.

Cabin in Mountain Lakes

Secluded Cabin Getaway Mountain Lake Community!

4.91 out of 5 average rating, 107 reviews

A spacious living area features comfortable seating arrangements including a sectional sofa and two armchairs. Natural light fills the room through multiple windows. A wooden coffee table sits at the center, surrounded by a textured area rug and light hardwood flooring.

Cabin in Campton

Spacious cabin in the heart of White Mountains

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, 128 reviews

The Golden Eagle - Mountain Lodge

4.94 out of 5 average rating, 293 reviews

The living area is highlighted by a spacious sectional sofa and a wooden spiral staircase leading to the upper level. Natural light fills the space, accentuating the wooden flooring and cozy decor. A coffee table sits centrally, complementing the overall inviting atmosphere.

Apartment in Bartlett

An Amazing Mountain Getaway!

Private, pet-friendly home rentals

Superhost

The exterior of The Word Barn is illuminated against a twilight sky, showcasing its distinct architectural features. Warm lights line the entrance, and large windows reveal a welcoming interior. Surrounding greenery adds to the tranquil ambiance of the private setting.

Barn in Exeter

4.87 out of 5 average rating, 548 reviews

The Word Barn, Exeter, NH

4.98 out of 5 average rating, 112 reviews

The lake-front cottage is surrounded by trees and features a spacious deck with seating. Colorful adirondack chairs are arranged in a circular pattern near a stone-bordered landscaping area, adding inviting outdoor space for relaxation. A screen porch is visible on the side of the house.

Cottage in Middleton

Lovely cottage on Sunrise Lake, Middleton, NH.

4.91 out of 5 average rating, 47 reviews

Home in Newfield

Lakefront Retreat with Dock and Fenced in Yard

5 out of 5 average rating, 87 reviews

A rustic log cabin is set against a backdrop of greenery, featuring a stone chimney and a spacious covered porch. The exterior showcases a natural wood finish, complemented by a red roof. A gravel path leads up to the porch, inviting guests to relax outdoors.

Cabin in Wakefield

Riverside Log Cabin Sanbornville NH

4.96 out of 5 average rating, 179 reviews

A warm and inviting living area showcases a stone fireplace framed by soft lighting. Two plush armchairs are positioned near a wooden coffee table. A cozy sofa adorned with a colorful blanket complements the wooden beams and walls, creating a tranquil atmosphere.

Cabin in Conway

The Conscious Cabin

4.99 out of 5 average rating, 189 reviews

The exterior of the chalet showcases a striking design with a sloped roof and large windows. Soft lighting emanates from within, creating a warm glow against the dark wood finish. Surrounding greenery enhances the natural setting, while a deck with a patio umbrella is visible.

Cabin in Stoneham

Mad Moose Lodge• Secluded Cabin w/ Mountain View’s

Place to stay in Shapleigh

A charming red schoolhouse, dating back to 1866, is surrounded by tall trees and a well-kept grassy area. The structure features white trim, large entrance doors, and a bell tower, evoking a sense of history and nostalgia.

5 out of 5 average rating, 97 reviews

Romantic New England Historic Schoolhouse c1866

Two kayaks, one red and one yellow, rest on a sandy beach, facing a tranquil lake. The sun sets behind a patch of clouds, casting reflections on the water. Lush green trees frame the scene in the background, enhancing the calming atmosphere.