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Family-friendly vacation rentals in Rockport

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Top-rated family-friendly rentals in Rockport

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

The exterior of a three-story house is presented, featuring a modern porch with steps leading to a dark front door. Flanked by lush greenery and vibrant orange flowers, the property is highlighted by tall windows that allow natural light indoors.

Apartment in East End

4.96 out of 5 average rating, 559 reviews

Peaceful Oasis on Munjoy Hill -1st flr/3BR+parking

Spacious, light-filled 3 Bedroom/1 bath 1st-floor apartment with tasteful art, contemporary furnishings, + a well-appointed kitchen. Fantastic location! -A 5-minute walk to the Eastern Promenade with its food trucks, beach & scenic trails -Nearby are bakeries, cafes, world-class restaurants and popular breweries -Relax in the serene garden w/ outdoor seating -A 15-minute walk takes you to the Old Port. Discover the best of Portland, then return to A Peaceful Oasis, a place to truly call home.

A clear night sky filled with stars is viewed above a stylish home surrounded by trees. The house is softly illuminated, highlighting its architecture against the dark backdrop of the forest, creating a serene nighttime atmosphere.

Home in Bar Harbor

4.97 out of 5 average rating, 156 reviews

Family/Friends Getaway Hidden on Mt Desert Island

Escape to our enchanting woodland retreat on MDI, surrounded by Acadia National Park. Secluded at the end of a dirt road, our home borders the 2000-acre Kitteridge Brook forest. Discover tranquility with 3 miles of private trails right outside your door. Ideal for exploring Acadia's magic, our 3-bedroom home features an open concept kitchen, living, and dining area, along with a spacious deck. Perfect for large families or two small families, experience the ultimate oasis in the heart of nature.

Top guest favorite

An airy upstairs room features a large skylight, allowing natural light to fill the space. A yoga mat is positioned on the carpet alongside a soft red bean bag, two green blocks, and a small yellow toy truck. A wooden table sits to the right, complemented by a potted plant.

Apartment in Falmouth

4.9 out of 5 average rating, 195 reviews

Falmouth 3br near Town landing

Enjoy the rocky coast of Maine with lobster rolls on Town Landing pier. Watch the Lobster fishers work and buy fresh lobster right off the boat. With Portland Maine’s iconic Foodie city with artisan brewers and fun dining and night life just down the road. (6.6 miles) Our classic New England Cape home is the perfect place to meet family and cook and eat around the counter in our amateur chef’s kitchen. Crack some fresh Lobster from Shaws on Rt One they are happy to cook them for you.

An open living area features exposed wooden beams and dark wood flooring. A circular dining table with four purple upholstered chairs is positioned beside a comfortable sectional sofa. Soft lighting illuminates the space, with large windows allowing natural light to fill the room.

Home in Kennebunkport

4.86 out of 5 average rating, 175 reviews

Kennebunkport House - Walk to Dock Square!

Guests are sure to enjoy a memorable vacation in this fully furnished, 5 bedroom/5 bath house, which can comfortably sleep up to 12 people. With two kitchens, an open concept dining room with farm style table, and 600+ square foot deck, this house is perfect for families and large groups. Located near the beach and within walking distance to Dock Square, guests can enjoy an afternoon of fun activities and later watch the sunset from the deck or spend time around the fire pit at night.

A panoramic view of the harbor is seen at dawn, showcasing a tranquil sea reflecting the soft colors of the sunrise. Boats are anchored and gently bobbing on the water, framed by silhouettes of trees and distant land. The sky transitions from deep blue to warm oranges and yellows.

Apartment in Southwest Harbor

4.91 out of 5 average rating, 149 reviews

On the water. Walk to Southwest Harbor

If you want to be near the action of an active and interesting harbor, this is the place for you. You will have a front row seat to spectacular morning sunrises over the harbor, the comings and goings of the fishermen and the many boats docked at the marina and anchored in the harbor. This spacious four bedroom two and a half bath home is located at the Great Harbor Marina just half a mile from downtown Southwest Harbor. Walk to restaurants, art galleries, specialty shops and more.

A large two-story white house is depicted, featuring multiple gabled roofs and blue accent doors. Surrounding trees provide shade, and a driveway is visible leading to a side parking area. The property is situated on a quiet road with ample outdoor space.

Townhouse in Kennebunkport

4.94 out of 5 average rating, 167 reviews

Great get away spot,historic home in Kennebunkport

Located 1.8 mi-dock square, 2.6 mi- Colony Beach, .7 mi -Cape Arundel Golf Course. Plenty of onsite parking, beach pass provided for Kbunk Beaches, a large back yard for fun and relaxation. Just on the outside of town in a country setting. Comfortable setting for relaxation. This is a daily reservation from Oct.1st-June. I love to make sure my guests have as much fun as they can while they are visiting and will help out in anyway possible. No dogs of any kind are allowed

Top guest favorite

The exterior view shows a spacious lawn bordered by a wooded backdrop, featuring a mix of rustic wooden and modern structures. A yellow volleyball net is set up on one side, with large rocks and a gravel driveway visible in the scene.

Guest suite in Kennebunkport

4.99 out of 5 average rating, 206 reviews

Get back to nature in this new woodsy retreat.

Perfect for "leaf peeping". Beautiful 2nd floor two bedroom apartment with great light, nestled in the woods. Listen to the owls at night and wake to the birds chirping. Comfortably sleeps 5 in two queen beds and a twin XL bunk. Easy access to Goose Rocks Beach as well as Smith Preserve conservation trails for biking, hiking, trail running, snow shoeing and cross-country skiing. Located 6 miles from the center of Kennebunkport and 3 1/2 miles from Cape Porpoise.

A cozy living area features a black wood stove providing warmth. A wooden table is set with two glasses and a bottle, inviting relaxation. Windows offer views of the water, while comfortable seating is arranged nearby, enhancing the inviting space.

Guest suite in Penobscot

4.88 out of 5 average rating, 109 reviews

Waterfront Getaway on the coast of Maine.

Cozy waterfront, two bedroom apartment with separate entrance and private deck overlooking the beautiful Maine coast. Walk the shore path through a field, filled with wildflowers, to a private cove on the Bagaduce River. The light filled apartment is located above the garage of a restored antique farmhouse and has beautiful water views from the living room and private deck. The perfect spot for a relaxing vacation on the coast of Maine.

A modern kitchen features sleek cabinetry and a granite countertop, with appliances and cookware neatly arranged. A color-coordinated backsplash adds depth to the design. In the background, a living area is visible, furnished with comfortable seating and a smart TV on the wall.

Home in Kennebunk

4.95 out of 5 average rating, 151 reviews

Quiet cozy cottage close to restaurants, beach

Winter-wonderland, close to skiing and a walk from great dining. In the summer, enjoy the quiet backyard or walk to the beach! No need to find parking, my place is 3/10 of a mile from downtown Kennebunkport and 7/10 of a mile to Gooch's Beach. You will love my place because of the kitchen, the coziness, and the location. My place is good for couples. It has a tempurpedic king-sized bed and a queen sized pull out bed in the living room.

A spacious dining room features a large glass table surrounded by six dark wooden chairs. Natural light floods in through multiple large windows, illuminating the patterned area rug beneath. A side table holds decorative items, and a chalkboard wall adds a unique touch.

Apartment in East End

4.83 out of 5 average rating, 140 reviews

Fall in LOVE With PORTLAND, MAINE

Portland and its surrounding areas is a FOODIE's paradise. Our comfortable home is perfect for Family or Friends to enjoy Portland's charm. Approx 3 miles from Portland Jetport and 90 miles from Boston Logan airport. Walk to downtown or the Old Port on the waterfront. The surrounding areas offer fine beaches and beautiful scenic towns guaranteed to make you want to come back and visit this best kept secret again!

The exterior of a cedar home is highlighted, surrounded by lush greenery and trees. The structure features large windows and a spacious deck, showcasing a distinct A-frame design. A stone pathway leads to the entrance, enhancing accessibility to the outdoor space.

Home in Kennebunk

4.91 out of 5 average rating, 111 reviews

A Great Space in a Great Place

This Lindal Cedar Home overlooks the tidal marsh. Walking distance to beach and Kennebunkport. Second story duplex with master bedroom loft. Complete kitchen. Children's play park, pitch and putt golf, kayak and bike rentals, bakery, restaurants, market, antiquing, whale watching, Shipyard brewery and retail shopping; all within walking distance. Owners on site.

A single-story mobile home is set among trees, featuring a light yellow exterior with maroon shutters. A small porch is positioned at the front, while flower beds with blooming plants and a stone border enhance the well-maintained yard.

4.92 out of 5 average rating, 146 reviews

Just a get away!!

My place is close to great views - for fall time - half hour to ski area's -oxford casino 7 miles away - hour drive to Mt Washington or Portland - Plenty of hiking area's- Oxford plains speed way 3 miles - , restaurants and dining . Read all { House Rules } it's under things to know, on the bottom left, before making reservation - Thank You

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Popular amenities for Rockport family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A colorful cabin is nestled among greenery, featuring a blue exterior with red accents. A spacious porch is shaded by a roof, with a stone seating area nearby. A fire pit is situated in front, surrounded by grass, creating a peaceful outdoor setting.

Cabin in Appleton

4.89 out of 5 average rating, 305 reviews

Raven's Crossing - Kate's Cottage

The exterior of the farmhouse is presented, featuring a welcoming porch with white railings and steps leading up to it. Lush green grass and trees frame the house, under a clear blue sky, creating a serene outdoor space.

Home in Woolwich

5 out of 5 average rating, 41 reviews

Amazing view, eagles, hot tub, 1 mi walk from Bath

Top guest favorite

A warm interior scene highlights rich hardwood flooring and original wooden trim. To one side, a cozy seating area features a light grey sofa. In the background, a dining table surrounded by chairs complements a wooden sideboard, which showcases glass-paneled cabinets.

Home in Portland

4.97 out of 5 average rating, 218 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

A wood-fired cedar hot tub sits on a deck, surrounded by trees. Two folding chairs are placed beside the hot tub, offering a serene spot for relaxation. The structure's screened-in porch provides a view of the surrounding nature.

Treehouse in Georgetown

4.97 out of 5 average rating, 336 reviews

Tree Dwelling with Water Views & Cedar Hot Tub (2)

Top guest favorite

A spacious log cabin is featured, set in a natural landscape surrounded by trees. A wide wraparound deck is accessible via a wooden ramp, leading to a welcoming front door. Lush greenery and decorative plant beds border the cabin, complementing its rustic charm.

Cabin in Chesterville

4.89 out of 5 average rating, 53 reviews

Lakefront Log Cabin escape-boats-fishing-hot tub

Home in Old Orchard Beach

4.97 out of 5 average rating, 143 reviews

Luxury 6 bedroom Beach House 50 ft from beach

A private deck area showcases a hot tub, emitting a soft blue light. Two chairs are positioned nearby, with a decorative cushion displayed on one. Lattice fencing and greenery provide privacy, creating an inviting setting for relaxation at night.

Apartment in Topsham

4.87 out of 5 average rating, 547 reviews

Cozy hot tub haven

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

4.89 out of 5 average rating, 169 reviews

Nashport on the Penobscot

Family- and pet-friendly home rentals

Top guest favorite

Home in Old Orchard Beach

4.99 out of 5 average rating, 244 reviews

Walk to Beach from Spacious 1920 Home

The image captures a serene lakeside view of a cottage nestled among tall trees. A wooden dock extends from the rocky shore, leading to stairs that ascend towards the house. A kayak is visible on the water, indicating opportunities for water activities.

Home in Ellsworth

4.77 out of 5 average rating, 226 reviews

Lakefront, near Bar Harbor, ME

Apartment in Lisbon falls

4.94 out of 5 average rating, 462 reviews

Charming Victorian farmhouse 1880's bedrooms-2

A sunlit corner boasts large windows offering views of the surrounding greenery. The well-lit area features a cozy seating arrangement with a comfortable chair, a decorative side table, and a patterned rug anchored in the center.

Home in Southwest Harbor

4.97 out of 5 average rating, 129 reviews

CLEAN, spacious, each BR has private full bathroom

The interior features a vaulted wooden ceiling with exposed beams, showcasing a natural knotty pine finish. Decorative wildlife mounts, including a deer head and various metal art pieces, accentuate the rustic charm of the space.

Cabin in Carthage

4.94 out of 5 average rating, 192 reviews

Private Maine Camp

A well-lit living room features a large area rug with intricate patterns, flanked by a red armchair and a blue armchair. Natural light streams through sheer curtains, illuminating the space. A television is mounted on the wall, and a wooden table adds character to the room.

Home in Portland

4.9 out of 5 average rating, 126 reviews

Charming Portland Colonial, In Town

A welcoming living area features two brown leather couches accented by patterned pillows. A wooden coffee table sits in the center, complemented by a decorative bowl. Shelves with plants and framed art adorn the walls, creating a cozy and inviting space.

Apartment in East End

4.94 out of 5 average rating, 303 reviews

Monument SWEET!

A light-filled living area features large windows adorned with potted plants, providing a welcoming atmosphere. A comfortable gray sofa with colorful cushions invites relaxation, while a coffee table sits nearby. The ceiling showcases rustic wooden beams, enhancing the space's cozy aesthetic.

4.82 out of 5 average rating, 258 reviews

Unique artist's sun filled farmhouse meets loft

Family-friendly home rentals with a pool

A grassy area features lounge chairs positioned for relaxation, surrounded by lush greenery. A stone border creates a natural division, with a deck leading towards the home. In the background, a swimming pool is partially visible, offering a refreshing option for warm days.

5 out of 5 average rating, 13 reviews

Riverside home in Central Maine near Colleges

Top guest favorite

A spacious inground pool is enclosed by a chain-link fence, featuring a water slide and lounge chairs arranged around the perimeter. Lush green trees and a clear blue sky are visible in the background, creating a serene setting for relaxation and enjoyment.

Apartment in Cornville

4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

A historic lake-front cottage is presented with its red siding and white trim, featuring numerous windows that enhance natural light. A cupola tops the building, while a porch extends along the front. A sandy area in front leads to the water.

Cottage in Poland

4.61 out of 5 average rating, 18 reviews

Lake Beach House at Poland Spring Resort

A panoramic view of the beach is captured from a balcony, featuring gentle waves lapping at the shore under a bright sun. The shimmering water reflects sunlight, while a sandy area stretches across the foreground, enhancing the coastal atmosphere.

Condo in Old Orchard Beach

4.67 out of 5 average rating, 3 reviews

Old Orchard Beach Oceanfront Condo w/ Pool

Home in Portland

5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

A tranquil ocean water pool is visible at dusk, framed by smooth granite rocks. The water reflects the soft pink and purple hues of the sunset sky. Lush greenery borders the area, enhancing the serene coastal environment.

Apartment in Stonington

4.93 out of 5 average rating, 15 reviews

The Carriage House at Spruce Harbor

Quick stats about vacation rentals that are family-friendly in Rockport

Total rentals
200 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
7K reviews
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
110 properties have a dedicated workspace

Destinations to explore