Waterfront holiday rentals in Old Orchard Beach

4.95 out of 5 average rating, 238 reviews

A beautifully crafted treehouse is illuminated at night, highlighting its wooden exterior and spiral staircase. Soft lights strung in the surrounding trees create a warm ambiance, inviting serenity and connection with nature.

Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

Cliff House 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.

Home in Old Orchard Beach

The exterior of a modern oceanfront home is captured, showcasing a two-story structure with light gray siding and a charming front entrance. Lush landscaping and a paved driveway enhance the appeal. Panoramic views of the beach and ocean are visible in the background.

4.92 out of 5 average rating, 169 reviews

Unique and Stunning Beachfront property Greygoose

Brand new hot tub open all year long Stunning inside out, this spectacular oceanfront property offers bold panoramic views of the Saco Bay! Imagine enjoying the morning sunrise from your private Master Bedroom deck or gathering with family and friends on the oceanfront deck or by the fire pit in the private patio courtyard. Fondly known as the ''GreyGoose'', this lovely home was extensively renovated in 2012 with impeccable attention to maximizing ocean views, and creating spacious living areas.

Holiday home in Old Orchard Beach

4.72 out of 5 average rating, 219 reviews

Beautiful one bedroom cabin only 50 ft from beach4

This beautiful cabin features a queen bed in the bedroom, a double futon in the living room & can accommodate up to 4 people. The cottage includes a fully equipped kitchenette with microwave, mini-fridge, coffee maker, toaster & dining area. Smart TV, WIFI. AC & Central heating. A private full bath with tub/shower combo included at this unique and tranquil getaway. Enjoy the privacy of your own seaside cottage close to the beach! BBQ grills and picnic tables with umbrellas dot the outdoor area.

5 out of 5 average rating, 222 reviews

A modern beach house is positioned along a serene shoreline, featuring large windows that reflect the colorful sunset. The exterior showcases a blend of natural materials and white accents, with a deck that offers expansive ocean views. Rocky shores frame the property, enhancing the coastal setting.

Home in Saco

Oceanfront w/ Stunning views and Private Deck☀️🏖

Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

Flat in Old Orchard Beach

A private deck is showcased with a large, colorful umbrella over a table and chairs. The ocean view is evident, with the shoreline visible in the distance. Nearby structures offer a glimpse of the surrounding area, enhancing the outdoor space's charm.

4.91 out of 5 average rating, 201 reviews

Beachside Penthouse Paradise on Old Orchard Beach

The views of Old Orchard Beach and beyond are spectacular from the private deck. And the beach is a just few steps from your door. This five room- 2 bedroom unit has everything you need. A short, easy walk to the Pier, Palace Playland and all the hubbub, yet just far enough away to enjoy the peace and quiet on beautiful, seaside Camp Comfort Ave. Head in the other direction for a short walk to Ocean Park. NOTE - Minimum age to rent is 25. Maximum number of guests is 4. Stairs are steep.

5 out of 5 average rating, 112 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

Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

4.94 out of 5 average rating, 494 reviews

A beverage sits on a small table beside a glass bottle filled with sticks. The view through a window reveals the sandy beach and calming ocean waves, with a colorful sunset casting soft hues in the sky. An American flag is partially visible in the background.

Cottage in Saco

Deja Blue~Guest Beach House

Our year round beach guest house is an oceanfront dream for a single or couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

4.92 out of 5 average rating, 267 reviews

The exterior entrance of the property features a paved pathway leading to a dark blue front door, flanked by two windows. A small bench is positioned nearby, and an American flag is displayed on the ground. Lush greenery surrounds the area.

Home in Wells

3-Bed | 2-Bedroom | Hot Tub | Close To Beach

If you've never stayed in Wells before, make your first stay at the oldest established property in Wells, dating back to 1604, but updated for today's modern needs with wifi, streaming, jacuzzi, grill, outdoor furniture, and hammock all within a short drive to Wells beach in a peaceful neighborhood on a dead end street. Let the Webhannet Falls and River lull you to sleep as they flow through the backyard and see the foundation of the historic gristmill and sawmill.

A four-story oceanfront condo building features multiple balconies that overlook a sandy beach. Sunbathers and beach chairs are spread across the shoreline, with a vibrant atmosphere enhanced by people enjoying the coastal setting under a partly cloudy sky.

4.84 out of 5 average rating, 110 reviews

The Brunswick

Listen to the waves crash from your fully equipped oceanfront condo with large deck located on picturesque Old Orchard Beach. This is a 4th floor condo in the Brunswick building located directly on West Grand Ave and a short walk to the “center”. There are miles of sandy beach you can walk / jog / bike on or just relax on your oceanfront deck and watch the sunrise. There is an elevator for easy access and a door code so you don’t have to worry about losing keys.

4.91 out of 5 average rating, 488 reviews

Luxury Beach Front Condo! Prime Location!

✨ Encourage reserving multiple nights to bring down the cost per night ✨ Minimum stay varies, typically 2 to 3 nights ✨ Much appreciated if guests book trips connected to other guest trips ✨ Unless the trip is within the next few weeks, please don't book a trip that leaves a single night open ✨ If you see a 14 day minimum, it’s only to prevent the reservation from leaving a single night open. Just select different start date. ✨

4.98 out of 5 average rating, 116 reviews

Cabin in North Berwick

The Red Lake House

(LAKEFRONT PROPERTY) Located in a peaceful cove on Bauneg Beg Lake in North Berwick, Maine. The Red Lake House is the perfect place to relax and enjoy hot New England Summers and colorful Falls! Just a 30 minute drive to Wells Beach and 45 minutes from Portland! Your safety and comfort is our first priority so custom keyless entry codes, life jackets, and a Welcome Binder full of all the need to know info. is provided.

Flat in Old Orchard Beach

A fenced outdoor patio area is visible, featuring a circular glass table surrounded by six light blue chairs. A grassy yard extends beyond the patio, with a black cover for an outdoor item placed in the corner. Sunlight filters through trees in the background.

4.85 out of 5 average rating, 123 reviews

Quiet 3 BR Beachtown Apartment 1 mile to the beach

Enjoy this bright beach-themed home any time of the year. This unit includes three bedrooms, a dining room, living room, bathroom and full kitchen. There is plenty of private parking at the quiet end of a dead end street, along with a private yard and patio area to be enjoyed on those nice summer days! With a convenient trolley stop just a minute away, leave the car and your worries behind and set out for the beach!

Popular amenities for waterfront rentals in Old Orchard Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.97 out of 5 average rating, 145 reviews

An open-concept living space features brick walls and wooden beams. A cozy gray sofa with decorative pillows faces a glass coffee table. The kitchen, equipped with stainless steel appliances, includes a breakfast bar with three stools, enhancing the functional design of the area.

Flat in Portsmouth

Tugboat Vista | 2 Bedroom | Downtown Portsmouth

4.84 out of 5 average rating, 188 reviews

A cozy bedroom features a queen bed dressed in a pink and white quilt with a plush gray bench at its foot. A wooden dresser stands against the wall, while a comfortable chair and small side table are positioned nearby. Natural light filters through sheer curtains, enhancing the warm ambiance.

Flat in Dover

✨Charming Stay-Downtown Dover🍷FreeWine🍷Portsmouth

Flat in Old Orchard Beach

A serene beach scene at sunset, with vibrant orange and pink hues illuminating the sky. A lone figure stands along the wet sand, reflecting the colors of the sunset. Gentle waves lap at the shore, and silhouettes of distant trees can be seen against the horizon.

4.71 out of 5 average rating, 28 reviews

SPECTACULAR BEACHFRONT with amazing views! (D)

4.99 out of 5 average rating, 106 reviews

The exterior of a two-story building is displayed, featuring a gray facade with white trim. A wooden deck wraps around the second floor, providing multiple seating options. Stairs lead to the upper deck, where a satellite dish is visible. The clear blue sky complements the autumn foliage.

Flat in Kennebunkport

#2Marsh Views, Cozy quiet spot on river&preserve

4.96 out of 5 average rating, 519 reviews

A spacious living room is illuminated by natural light from multiple windows. A comfortable sofa and a modern chair are positioned around a low coffee table. A work desk with a lamp is situated against one wall, adding functionality to the inviting space.

Flat in East End

Crow's Nest

4.98 out of 5 average rating, 126 reviews

Flat in Cape Elizabeth

Beautiful Kettle Cove Apt Steps to Beaches

4.91 out of 5 average rating, 109 reviews

A comfortable seating area features a rust-colored couch and a light armchair, arranged around a wooden coffee table. A soft area rug lies beneath, complementing the warm light from nearby windows. The open layout connects to a kitchen in the background.

Flat in West End

Beautiful West End Apartment

4.93 out of 5 average rating, 160 reviews

A spacious studio features exposed wooden beams, with a dining area showcasing a wooden table and patterned blue chairs. A comfortable seating area includes a television and light-colored furnishings. Large windows provide natural light and views of the outdoors, enhancing the contemporary atmosphere.

Flat in Portsmouth

Serene Waterfront Studio in Downtown Portsmouth

Waterfront house rentals

4.93 out of 5 average rating, 138 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

4.95 out of 5 average rating, 182 reviews

A charming waterfront cottage is presented with a bright blue door and two red chairs on a stone patio. Lush greenery surrounds the property, enhancing its inviting exterior. The tranquil waters of Pettingill Pond can be seen in the background, reflecting the sky.

Home in Windham

Waterfront Gem walkable to Restaurants!

4.96 out of 5 average rating, 102 reviews

The house is nestled among trees by Highland Lake, featuring a rustic exterior with shingles. A large deck is visible, equipped with multiple outdoor seating options. Stairs lead from the water to the deck, providing direct access to the home.

Home in Falmouth

Beautiful lake-side home close to Portland Maine

4.93 out of 5 average rating, 169 reviews

A serene view of a calm river, reflecting the warm light of sunrise. A bridge spans the water, with a rainbow faintly visible in the sky. A wooden dock extends towards the water, bordered by trees and boats moored nearby.

Home in Kittery

Gorgeous Waterfront Home with Dock and Beach

5 out of 5 average rating, 28 reviews

A beach home with a light yellow exterior is framed by sandy landscaping and green shrubs. A fire pit with several blue chairs surrounds it in a sandy area, while a deck with white railings overlooks a scenic harbor view.

Home in Pine Point

Lobster Boats & Harbor View Pine Point Home

Home in Old Orchard Beach

An aerial view of the coastline showcases the location of 5 Bay Avenue, marked for easy identification. The sandy beach extends along the shore, framed by green trees and residential buildings, providing a clear sense of proximity to the ocean.

4.97 out of 5 average rating, 37 reviews

Steps to the Beach in OOB

4.97 out of 5 average rating, 175 reviews

Home in Shapleigh

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

5 out of 5 average rating, 24 reviews

A large window frames the ocean view, where waves gently roll towards rocky outcrops. A cozy seating area, featuring a leather sofa and a wooden coffee table, is positioned to allow for a serene observation of the changing tides.

Home in Cape Elizabeth

"Periwinkle" ~ a Charming Oceanfront Cottage

Waterfront apartment rentals

A sunlit sunroom features white walls and large windows adorned with bamboo shades. A blue futon is complemented by several decorative cushions. Two wicker chairs are positioned around a circular coffee table, inviting relaxation and enjoyment of the serene atmosphere.

4.87 out of 5 average rating, 67 reviews

Beautiful Updated Condo Steps from the Beach

4.99 out of 5 average rating, 115 reviews

A bright living area is revealed, featuring large windows that allow natural light to fill the space. A cozy gray sofa and matching armchair are complemented by colorful pillows. A small side table holds a plant, and a soft area rug adds warmth to the hardwood floor.

Apartment in East End

Charming, newly remodeled space atop Munjoy Hill.

A wide sandy beach stretches along the coastline, with gentle waves breaking at the shore. Two figures walk along the water's edge, while a clear blue sky enhances the tranquil atmosphere of the scene.

4.89 out of 5 average rating, 123 reviews

Oceanfront Condo with Awesome Views

A modern living area features a spacious gray sofa and a flat-screen television mounted on the wall. A dining table with four chairs is positioned nearby, while a pattern rug adds texture to the floor. The open layout provides a flow towards the kitchen.

4.93 out of 5 average rating, 14 reviews

Brand new unit 45 Steps to the beach! Sleeps 4

4.87 out of 5 average rating, 217 reviews

The kitchen features modern cabinetry with a light grey finish and granite countertops. Stainless steel appliances include a refrigerator, dishwasher, oven, and microwave. A window allows natural light to illuminate the space, and oak flooring runs throughout, providing a warm atmosphere.

Apartment in Wells

Two-Bedroom Condo on the Wells/Ogunquit town-line

Apartment in Badger's Island

A view of the illuminated bridge at night, showcasing vibrant purple lights reflecting on the water. Mist rises from the surface, creating an enchanting atmosphere. Nearby, buildings are visible along the waterfront, enhancing the scene's appeal with their warm lights.

4.98 out of 5 average rating, 196 reviews

Badgers Island Condo-Sweeping Portsmouth Views #3

A cozy living area is presented with two stylish armchairs and a matching sofa, all decorated with patterned cushions. A round coffee table sits in the center, resting on a textured area rug. Large windows allow for natural light and views of the ocean.

4.83 out of 5 average rating, 59 reviews

*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM

A cozy living area features a dark brown sofa set against a backdrop of large sliding glass doors, providing access to scenic views. A small white chair is positioned nearby, and a patterned rug adds texture to the light-colored flooring.