Family-friendly holiday rentals in Searsport

4.91 out of 5 average rating, 111 reviews

Home in Stockton Springs

Private Beach, Bar Harbor, Acadia, 15 beds, Pets

" Memories that will last a lifetime". Discover The Retreat House, a charming Waterfront Maine haven near Bar Harbor and Acadia. Unlike typical rentals, our property offers a private beach and stunning water views while being pet-friendly. The House is designed to meet the needs of multi-generational families and larger groups, providing ample space for unforgettable vacation moments. Enjoy beach bonfires, whale watching, lobster bakes, and swimming. Be sure to view the 200+ photos, then book.

Indoor spacesKitchenParks

4.98 out of 5 average rating, 274 reviews

A charming modern cottage with a red exterior and a pitched roof stands amidst lush greenery. The covered porch is furnished with comfortable seating, inviting relaxation. Large windows allow natural light to enter, enhancing the welcoming atmosphere of the property.

Home in Northport

Cute Midcoast Cottage w Hot Tub

Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.

Indoor spacesFamilyCheck-in

5.0 out of 5 average rating, 108 reviews

An open living area features a comfortable sofa, accent chairs, and a circular dining table with chairs. Large windows allow natural light and provide views of the surrounding nature. A neutral color palette with wooden accents enhances the relaxed atmosphere of the space.

Guesthouse in Searsport

Private oceanfront cottage- Steps to Penobscot Bay

Coastal, light and airy- this recently renovated cottage/ guest house is perfect for those seeking to explore all that Midcoast Maine has to offer. Each room offers panoramic views of spectacular Penobscot Bay. Watch for sailboats, eagles, seals and other wildlife from the deck, the Adirondack chairs, or from inside the home. Property is uniquely situated at the head of Penobscot Bay and offers stunning views of sunrise and sunset. Great amenities & comfort for guests. Perfect for couples.

Indoor spacesKitchenQuiet

The image captures a serene view of the water at sunset, with the sun reflecting on the surface. Framed by lush green foliage, a small rustic bench is positioned on the shore, inviting quiet moments of contemplation.

4.98 out of 5 average rating, 212 reviews

Quiet cottage on the bay

Settle in at this mid-coast Maine treasure, where you will find more than you hoped for in a getaway. Located in a private neighborhood and setback on a private road on 2.5 acres. You can take a short stroll down a wooded path to the Belfast bay and watch the sunset or simply enjoy the view from living room. The rocky beach gives you access to a wonderful piece of the Maine coastline. Come make some memories at this unique, pet and family-friendly quiet cottage just 1 mile to downtown Belfast.

FamilyKitchenWalkability

4.92 out of 5 average rating, 124 reviews

A cozy living space is featured, showcasing a brown leather chair with a plaid throw. A rustic wooden coffee table sits in front of a cast-iron stove. A staircase with dark wooden railing leads to the upper level, while a modern kitchen is visible in the background.

Home in Belfast

Historic Stephenson Farm on 35 acre Mason Pond

This water front historic Stephenson Farmhouse is a cozy 3 bedroom farmhouse that sits on 5 acres with frontage on Lower Mason Pond. A bird lovers paradise along with sightings of beaver & river otters. Trail from house leads to waterfront, canoes, paddles & PFD’s and a picnic table. We’ve maintained the antiquity of the house along with many antique pieces of furniture. Enjoy amazing sunsets, expand your birding life list, pick apples and blueberries in season. . . on a nature preserve.

KitchenIndoor spacesGetting around

4.96 out of 5 average rating, 428 reviews

Apartment in Belfast

Belfast Harbor Loft | Downtown

Come and experience the peaceful, yet vibrant, atmosphere of Belfast! This downtown loft is a great place to stay, being just two blocks away from the beach. Enjoy the morning light in the two bedrooms, both facing the harbor, while the living room offers a stunning view of Main Street. The loft is full of character, with its refurbished floors, exposed brick and rafters, large windows, and newly renovated kitchen and bathroom. Make yourself at home in a calm and inviting atmosphere.

KitchenIndoor spacesLayout

The exterior of the cottage features a light-colored facade with a sloped roof and a round window. A wooden fence encloses the garden area, filled with lush greenery and flowering plants. A pathway leads to the welcoming front door, with ample natural surroundings visible.

4.89 out of 5 average rating, 235 reviews

Eastside Garden Cottage - 5-mins From Town

This happy home has all you need for a perfect Maine vacation or remote work escape. Relax in the garden, hang out on the deck, soak in the clawfoot tub, enjoy the fast wifi – or walk or drive over to Belfast center - it's close! This coastal town is truly a gem, but if you’d like to explore further afield, it’s also an excellent base for day trips to Camden (30 minutes) or Acadia National Park (1.25 hours.) Belfast celebrates diversity. We welcome guests from all backgrounds.

KitchenIndoor spacesHiking

Superhost

A spacious white tipi is nestled among trees, with a clear view of a quiet lake. A picnic table sits nearby, accompanied by a hammock stretched between two trees, inviting relaxation in this serene natural setting.

Tent in Brooks

Waterfront Tipi Glamping // Phoenix Landing

Majestic private waterfront Tipi * on a lake. Quiet nature oasis with hot tub, woodstove, firepit, modern grill, and all the essentials. Ice skate or xc-ski across the frozen lake and watch the bald eagles fly overhead, or relax in the Adirondack chairs in front of the bonfire while you make smores and cook dinner on the grill or over the open fire, then snuggle up inside the tipi while you listen to vintage vinyl and let the owls hoot you to sleep. *Tipi closed March-April.

Indoor spacesKitchenView

4.9 out of 5 average rating, 272 reviews

4.98 out of 5 average rating, 102 reviews

The cabin exterior features a charming combination of wood siding and dark paint, with a covered porch inviting relaxation. A small table with two chairs is positioned on the deck, overlooking a landscaped area with gravel and plants. Large windows provide natural light to the interior.

Cabin in Frankfort

Streamside Cabin at Trailhead

Enjoy some peace and quiet at this stream side cabin. This stylish little cabin is tucked away at the end of a quiet, dead end road. It is also located just steps away from historic Mount Waldo. Hike up the mountain to see beautiful vistas and a granite quarry. Put in a canoe or kayak at the public boat launch right down the road! Centrally located for travel to many coastal towns and beaches. Right off from scenic Route 1A. One hour away from Acadia National Park.

KitchenFamilyParks

4.92 out of 5 average rating, 106 reviews

A covered outdoor seating area showcases a set of plush couches with vibrant blue cushions. A low table sits at the center, complemented by blooming flowers. The space offers unobstructed views of the water, with a flag gently waving in the breeze.

Home in Stockton Springs

Oceanfront Cottage Acadia-Camden -Belfast

Relax at this peaceful cottage just one hour from Acadia National Park. Centrally located in Mid Coast Maine, this home is the perfect location to spend time by the salt water or take day trips to the surrounding attractions. Small private beach and 3 other public beaches nearby. Kayak right in front of the property or relax by the wood fire pit and look out onto the water. This cottage offers everything you will need for a great escape from the demands of daily life.

Indoor spacesFamilyCheckout

A screened porch offers a view of Penobscot Bay, featuring two green wicker chairs adorned with floral cushions. The scenery includes a lush lawn and Adirondack chairs positioned for relaxation, with water visible in the background and distant hills framing the horizon.

4.99 out of 5 average rating, 175 reviews

Spectacular Cottage on Penobscot bay in Belfast

Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

KitchenIndoor spacesAccess

4.92 out of 5 average rating, 133 reviews

A serene outdoor space features a cozy fire pit surrounded by log seating, amid a lush green forest. The rustic bungalow, with its wooden siding and large windows, sits adjacent to a wooden sauna. A patio umbrella provides shade over the entrance.

Cottage in Searsport

Canoe House Bungalow and Spa Retreat, Searsport

The best medicine for these times is a relaxing getaway in beautiful Maine. The Canoe House Bungalow and Spa Retreat will provide you with serenity, isolation and relaxation, and only walking minutes from many services. Our seven acres of managed hardwood forest, wood fired sauna and wood fired soaking hot tub is yours to enjoy at your leisure for a small fee ($35/$40 per use). Also, 1-2 well mannered pets allowed!

Indoor spacesFamilyCleanliness

Popular amenities for Searsport family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 277 reviews

A view from a shaded patio showcases a round table surrounded by wicker chairs. The lush green lawn extends to the water's edge, where trees provide a natural frame for the serene expanse of the bay, dotted with clouds reflecting in the distance.

Home in Belfast

[Trending Now]Belfast Ocean Breeze

KitchenFamilyAmenities

4.97 out of 5 average rating, 188 reviews

A modern cabin is set against a backdrop of tall pine trees, featuring large windows that invite natural light. The exterior showcases a wooden deck with a seating area, complemented by a staircase leading to the entrance.

Cabin in Penobscot

Modern Cabin in the Pines • Hot Tub + Near Acadia

Indoor spacesKitchenParks

Place to stay in Owls Head

A charming off-grid cabin stands amidst lush greenery, featuring large front windows framed by wooden trim. A picnic table with potted flowers occupies a gravel area in front, inviting outdoor gatherings. Solar panels are visible on the roof, showcasing eco-friendly energy use.

A comforting sweet off grid cabin near the beach!

KitchenFamilyComfort

4.98 out of 5 average rating, 307 reviews

Superhost

Home in Penobscot

Delight<Farmhouse

Indoor spacesKitchenBackyard

4.91 out of 5 average rating, 127 reviews

4.87 out of 5 average rating, 121 reviews

A hot tub bubbling gently is positioned on lush green grass, with a serene view of Lake Saint George in the background. Colorful autumn trees line the water's edge, and a clear blue sky adds to the tranquil setting.

Home in Liberty

Modern Lakefront Home w/ Hot Tub • Summer Vacation

KitchenIndoor spacesView

4.98 out of 5 average rating, 159 reviews

A cozy bedroom features a king-sized bed with a textured blue coverlet and accent pillows. Two windows provide natural light, while decorative lamps sit atop the bed's headboard. A fan is positioned nearby, and a vibrant orange door adds a pop of color.

Home in Brooks

Secluded Retreat w/ Luxe Hot Tub & Forest Views

KitchenIndoor spacesLocation

4.95 out of 5 average rating, 322 reviews

A two-story post and beam house is set on a spacious green lawn, surrounded by trees and autumn foliage. The exterior features wooden siding with multiple windows, showcasing a blend of rustic charm and natural beauty.

Home in Swans Island

Hot Tub Time Machine

Indoor spacesKitchenBreakfast

4.89 out of 5 average rating, 194 reviews

The exterior of a two-story house is surrounded by a green lawn and neatly trimmed bushes. The home features multiple windows and a balcony. A flag is displayed on a pole, while trees and landscaping create a natural backdrop.

Cottage in Verona Island

Nashport on the Penobscot

Indoor spacesFamilyBarbecue

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 336 reviews

The exterior of a single-story house is shown, featuring a brown shingled facade and a metal roof. Large windows provide ample natural light, and a white door adds contrast to the earthy tones. A flower pot sits at the entrance, complemented by greenery.

Home in Brooks

Cedar Swamp Farm

FamilyIndoor spacesWalkability

4.98 out of 5 average rating, 209 reviews

A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.

Guesthouse in Orland

Cozy cottage in Orland Village-Penobscot Bay area

FamilyKitchenCheck-in

5.0 out of 5 average rating, 230 reviews

The exterior of a two-story brick building is shown, featuring large windows and bright signage that reads 'Coffee & Bikes.' A bicycle is displayed in the window, and a teal bike is parked outside. Red adirondack chairs are arranged in front, adding a welcoming touch to the scene.

Apartment in Belfast

Harborview Escape Downtown Belfast

KitchenFamilyBathroom

A quaint oceanfront cottage features a light exterior, surrounded by vibrant flower gardens and a rock-lined shore. Large windows provide views of the surrounding greenery, while a gentle slope leads to the water. The peaceful setting offers a tranquil atmosphere, ideal for nature enthusiasts.

4.91 out of 5 average rating, 142 reviews

Belfast Ocean Front Cottage

FamilyIndoor spacesCondition

4.98 out of 5 average rating, 127 reviews

A wooden dock extends into a calm lake, framed by distant hills and clear skies. The water's surface reflects the surroundings, creating a serene and tranquil atmosphere.

Home in Orland

Private Lakefront Cottage Close to Bar Harbor

KitchenIndoor spacesLaundry

5.0 out of 5 average rating, 114 reviews

The boathouse exterior features a two-story structure with a wraparound deck overlooking the harbor. A small patio area is furnished with a round table and four chairs. Lush green grass surrounds the building, and a winding brick path leads to the dock area by the water.

Cottage in Islesboro

Islesboro Boathouse

FamilyIndoor spacesGetting around

4.83 out of 5 average rating, 115 reviews

Cottage in Lincolnville

Call of the Loon - Water Edge Lake House

KitchenIndoor spacesOutdoor spaces

4.99 out of 5 average rating, 155 reviews

A spacious lakeside deck features two comfortable lounge chairs with red cushions and two Adirondack chairs surrounding a small side table. The serene water reflects soft pastel hues from the sunset, while distant hills create a peaceful backdrop.

Home in Ellsworth

Green's Landing on Branch Lake

Indoor spacesFamilyDecor

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 113 reviews

Home in South Thomaston

Large private area, close to Rockland

Indoor spacesKitchenGetting around

4.97 out of 5 average rating, 369 reviews

Home in Bangor

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

FamilyKitchenAmenities

5.0 out of 5 average rating, 44 reviews

The house is set on a grassy hill, surrounded by neatly trimmed bushes and rocks. A welcoming porched area wraps around the front, and the roof features dormer windows. The backdrop consists of a clear blue sky with scattered clouds, creating an inviting atmosphere.

Home in Belfast

Gorgeous house with a view

FamilyIndoor spacesCondition

4.84 out of 5 average rating, 43 reviews

Oceanfront Shore Cottage - Newly Renovated

KitchenIndoor spacesCheckout

5.0 out of 5 average rating, 7 reviews

Cabin in Orland

Camping Cabin

FamilyAccuracyQuiet

4.82 out of 5 average rating, 11 reviews

Home in Searsport

Peaceful 4 Bedroom Maine Retreat with Private Pool

FamilyIndoor spacesOutdoor spaces

5.0 out of 5 average rating, 30 reviews

A rustic cabin interior features warm wooden walls and ceiling beams. Two bunk beds and a spacious bed are arranged within the room. Natural light streams through two windows, highlighting a simple table and stool set. A wall clock adds a functional touch to the decor.

Cabin in Trenton

Camping Cabin at Wild Acadia

FamilyIndoor spacesAccuracy