Vacation rentals in Small Point

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Top-rated vacation rentals in Small Point

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Top guest favorite

A spacious wooden deck is presented, featuring two black Adirondack chairs positioned comfortably. A small potted tree adds a touch of greenery, while the surrounding snowy landscape reflects a serene outdoor atmosphere.

Cottage in Pownal

4.99 out of 5 average rating, 396 reviews

Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike

Relax and unwind at this cozy post-and-beam cottage in a woodsy setting. Complete with all the modern amenities you will feel at home after exploring all that Maine has to offer. At day’s end ascend to the loft bedroom for a great night's sleep. Please note the current Maine travel restrictions: https://www.maine.gov/covid19 This custom post and beam cottage is brand new. Designed by John Libby, one of the most respected timber frame builders in New England, (www.housesandbarns.com) this space was thoughtfully designed and meticulously built specifically for your enjoyment. This cottage resides on the owner’s property, but is sited on its own two acres nestled among a beautiful stretch of Maine hardwood forest. Accessible via its own private driveway and surrounded by acres of pristine forest, it is the perfect place to relax among nature. No matter the season the exposed weathered Douglas Fir beams of the building will both welcome you and wrap you in a feeling of comfort and contentment. This complete home has all of the amenities. The kitchen includes natural unpolished granite countertops and brand new appliances including a stainless steel gas oven/range, dishwasher and refrigerator. The whitewashed walls of the hallway and bathroom provide a more modern feel, while showcasing all the wonderful knots of the Maine white pine from which it was milled. An easy-to-access, low/no step corner shower complete with floor to ceiling tile and an oversized vanity make time in the bathroom a pleasure. The open concept makes for a natural flow through the space and the sitting area comes complete with a queen sofa bed, TV and a gas fired wood-stove. The vaulted ceilings rise 22’ above the floor providing a spacious and beautiful feel. Radiant heat in the finished concrete floors make the space cozy and keep your feet warm. Oversized and lit stairs lead to the loft where you’ll find a king sized bed providing the opportunity for a great night’s sleep. Large windows make you feel as though your sleeping in the tree tops…come Fall this Oak and Maple forest comes alive with color. A ceiling fan keeps you cool, in the Summer and moves the heat around come Winter. Enjoy the beautiful outdoors on either the front or back deck, or from your own personal fire pit complete with granite bench. Don’t forget the s’mores! Guests have access to the post and beam cottage as well as the immediate surrounding area. We ask that the property boundaries are respected and that the guests do not go past the rock wall or onto the main house property or neighboring properties/horse farm. The post and beam cottage is on the same property as our primary residence but has it’s own driveway and is situated in a private clearing surrounded by beautiful forest. We will usually be available to welcome you personally and are happy to meet new people and make new friends but we also respect our guests privacy as we expect the same in return. Thank you! This post and beam cottage is in the small town of Pownal, 20 minutes from the wonderful restaurants, sights, and sounds of Portland. It's a 10-minute drive to Freeport and the L.L.Bean flagship store. Bradbury Mountain State Park is two miles away.

Top guest favorite

A modern outdoor sauna, designed with a circular wooden structure, is illuminated from within. Its glass door opens to reveal a warm interior with seating and soft lighting, surrounded by a snowy landscape and tall trees in the evening light.

Cabin in Georgetown

4.99 out of 5 average rating, 135 reviews

Sauna+Near Beach+Pond+Outdoor Shower+FirePit+A/C

Come relax at Pine Cabin, one of two cabins on 8 acres with a pond minutes from one of the best beaches in Maine. Unwind in your private outdoor cedar glass sauna w/forest views & refresh in our seasonal outside shower! * Minutes to Reid State Park & 5 Island🦞 * Fire Pit * Family Own & Run * Gas Grill * Private Bedroom w/Queen Bed * Loft w/Queen Bed & Record Player * Rain Shower * Custom cabinets & couch * Screen porch * AC/Heat * EV charger * Fast Wifi * Beach Gear * Smart TV * Generator

Top guest favorite

The image showcases a panoramic view of a coastal landscape, highlighting rocky shores against the Atlantic Ocean. Lush greenery and clusters of trees are visible, with several homes nestled among the foliage. The distant shoreline features a combination of beach and natural terrain.

Home in Georgetown

5 out of 5 average rating, 101 reviews

Perched atop the Coast of the Atlantic Ocean

Enjoy sweeping vistas of the Atlantic Ocean from this 2002 home perched among spruce trees above the rocky coast. Watch for bald eagles and seals. Fall asleep to the sound of crashing waves. Walk down to the edge of the ocean to lounge or picnic. The intrepid visitor can scramble along the shore. Walk 6 minutes or drive the 0.1 miles to the park entrance. Hike the Little River Trail. The house has vaulted ceilings, panoramic views, fully equipped kitchen, and whirlpool bath.

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Guesthouse in Harpswell

4.95 out of 5 average rating, 462 reviews

Harpswell Studio on Waterview Property! Lobster!

Available dates in late June! Cottage Style Studio! Clean, spacious, colorful, comfy, bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Popham Beach and Reid State Park with expansive beaches are 35 minutes or less away. Enjoy the trails in the woods with spectacular views or walk on the beach at one of the state parks! So beautiful!

Top guest favorite

Yurt in Chebeague Island

4.98 out of 5 average rating, 135 reviews

Yurt on Chebeague Island

Imagine staying in a yurt in the woods of Chebeague Island, nestled peacefully in a private clearing in the woods. Explore island beaches and hidden trails. This yurt is “glampy” inside with leather chairs and a substantial log bed. The yurt has a rusticator kitchen with all of the basics for cooking, small fridge, stovetop, sink. Water. Outdoor fire pit. WiFi . Check ferry options on Casco Bay Lines or Chebeague Transportation. Host will provide transport to/from ferry to the yurt.

Guest favorite

An airy cabin interior features wood beams and a large sliding glass door, providing access to a deck and surrounding greenery. A small dining area with a table and two chairs is visible alongside a well-equipped kitchen area, complete with modern appliances.

Tiny home in Bowdoinham

4.91 out of 5 average rating, 116 reviews

Sweet Fern Cabin on Merrymeeting Bay

Nestled in the woods on 2.5 waterfront acres where the Muddy River meets Merrymeeting Bay. The cabin is 350 square feet of simple living with a panoramic view. There is a three season hot water outdoor shower and wood burning stove with plenty of wood included. Kitchen is fully stocked with cooking supplies and has off grid cold water sink. Outbuilding with composting toilet is right out the back door. Kayaks and stand up paddle board are available to rent for an additional fee.

Top guest favorite

A small gravel patio features a glass-top table surrounded by two black folding chairs. The setting is bordered by lush greenery and colorful flowers, creating a private outdoor seating area.

Apartment in Bath

4.97 out of 5 average rating, 101 reviews

1820s Maine Cottage with Garden

Enjoy your stay in a cozy, shipbuilder's cottage in Bath, Maine. This quaint apartment attached to a family home has its own private entrance and contains one bedroom, one bathroom, a full kitchen, and a living room with antique details that reflect its 200-year old history. Only a 15-minute walk to historic downtown Bath, a 3-minute drive to Thorne Head Preserve, and a 25-minute drive to Reid State Park and Popham Beach. Come appreciate everything MidCoast Maine has to offer!

Top guest favorite

A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.

Cabin in South Berwick

5 out of 5 average rating, 204 reviews

Romantic A-Frame cabin in the woods

Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Top guest favorite

Guest suite in Phippsburg

5 out of 5 average rating, 110 reviews

Suite 19 min to Popham, 10 min to Bath

Our two story in-law suite is relatively new. This one bedroom is perfect for a family or a quiet romantic retreat. Located on 8 acres of very private pristine Maine landscape. 10 minutes to Bath. 19 minutes to Popham beach. 30 minutes to Freeport. 45 minutes to Portland. 5 minutes to public boat launch. Unfortunately, as much as we love furry family members, due to health risks for our family we are not able to host animals including service dogs. ❤️ 🐶 🐈‍⬛ 💕

Guest favorite

A bright and airy interior features a white door leading to a bathroom area with a modern toilet. A patterned tile floor complements the light wood flooring. The spiral staircase ascends to the lofted bed, while a cozy dining area is visible in the background.

Guesthouse in Brunswick

4.93 out of 5 average rating, 153 reviews

Modern Brunswick Cottage near Bowdoin & Downtown

A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

Top guest favorite

An expansive sky is filled with vibrant shades of orange, red, and yellow as the sun sets on the horizon. Silhouetted trees are visible in the foreground, allowing the dynamic colors of the sunset to become the main focus.

Apartment in Harpswell

4.92 out of 5 average rating, 199 reviews

Comfortable studio apartment in quiet location

Peaceful, rural second story studio apartment. Near Middle Bay in beautiful Harpswell, Maine. Enjoy our farmer's porch or walks to the shore deck to look out over the water and enjoy a sunset or go the the shore for a swim in summer. Short distance to Brunswick and Bowdoin College, local restaurants. The host also teaches porcelain doll making. You could learn to make porcelain dolls while enjoying the Maine coast.

Top guest favorite

The cottage exterior features light-colored siding and a distinctive steeply pitched roof with a prominent window above the entrance. Double doors framed by a large glass panel invite visitors inside, surrounded by lush greenery and flowering shrubs.

Guesthouse in Boothbay Harbor

5 out of 5 average rating, 252 reviews

The Sparrow’s Nest Charming Country Cottage

The Sparrow's Nest is located on a country road approximately 5 miles from downtown Boothbay Harbor. The Sheepscot River, it's coves and nature trails are close by. Enjoy the beautiful country surroundings, gardens, and the miracle of nature. What a delight to wake up to the sound of birdsong while enjoying a cup of local coffee, or sitting by the outdoor fire sipping wine and taking in the beautiful night sky.

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Popular amenities for Small Point vacation rentals

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Other great vacation rentals in Small Point

A bench located beside a window, featuring two oversized cushions in a soft gray fabric. A small potted plant and a lamp are positioned on a nearby surface, allowing natural light to brighten the space while a view of greenery is visible outside.

Cottage in Phippsburg

4.51 out of 5 average rating, 101 reviews

Sweet comfy cottage on Small Point Road

SonyaRating, 5 stars1 week ago

It’s hard to find a reasonably priced place to stay in Phippsburg, but this place is not only reasonably priced and close to Popham Beach, it’s clean and charming. This was our second stay and we were just as happy as our first stay. The hosts are kind and respond quickly to any questions.

Top guest favorite

A sandy beach stretches out under a cloudy sky, with gentle waves lapping at the shore. A rocky outcrop is visible in the distance, surrounded by a line of trees. Footprints mark the sand, leading towards the horizon.

Cottage in Georgetown

4.98 out of 5 average rating, 42 reviews

Serene Coveside Cottage

DanielRating, 5 stars2 weeks ago

My wife and I stayed at Viktor's place for our honeymoon. As soon as we walked through the door it felt like we were in a second home. We loved using the projector and home theater setup to play Nintendo Switch and watch Netflix. I liked that the bedroom had its own separate A/C unit from the living room. Made it so much easier to set the temperature during the day and evening. The combined washer/dryer unit worked great and didn't have any issues drying our clothes. Nearly every morning we were greeted by neighboring deer who came to feed on the backyard grass. The surrounding area (Georgetown, Bath, and Boothbay Harbor) are really great to find good food, parks, and entertainment nearby. I highly recommend this place. It really is a gem in the middle of the forest.

Top guest favorite

A view from the home’s deck showcases the New Meadows River, with calm waters reflecting the surrounding trees. A small dock is visible, extending towards the water, while wooden steps lead from the deck to the river's edge, inviting outdoor exploration.

Cottage in West Bath

4.92 out of 5 average rating, 77 reviews

Coastal Waterfront Tiny home in West Bath

LeahRating, 5 stars4 days ago

What an awesome airbnb! The views are stunning and surroundings couldn’t have been more peaceful. The cottage itself was exceptional and had everything I needed and more. Wish I could've stayed there longer! 10/10 would recommend this place to anyone!

A sunlit living area features a high wooden ceiling and large glass doors that open to a deck with water views. A light-colored sofa, adorned with floral throw pillows, and a small dining table create a cozy, inviting space for relaxation.

Home in Phippsburg

5 out of 5 average rating, 3 reviews

Mid Coast Getaway w/ water views

Sarah CatherineRating, 5 stars2 weeks ago

We had an incredible stay! The location was unbelievable, and the many windows made it so no matter where we were sitting, we had a gorgeous view. We loved being able to walk right across the street for oysters, and our dog loved exploring the area. We couldn’t be more grateful for the best weekend getaway.

Top guest favorite

A rustic kitchen island features three metal stools arranged neatly around the bar. Above, warm lighting is provided by industrial-style pendant lamps. Natural light fills the space through multiple windows, which overlook a serene outdoor setting.

Apartment in West Bath

5 out of 5 average rating, 40 reviews

Maine oceanfront getaway.

EvaRating, 5 stars1 week ago

We’d knew we’d stumbled upon something extra special after reading one excellent review after another here…and yet still hadn’t fully imagined how perfect it would all be in person. Our anniversary weekend started with the beautiful and relaxing drive out to the point where we were warmly welcomed by Deborah who had a wealth of local tips and answered our every question. Highlights: Spectacular views over the water and inviting spaces to relax in the lovely garden; the clean, relaxing, beautifully and uniquely designed studio; dinners at Enoteca Athena and Blue (Grey Havens Inn); easy hikes, notably Morse Mountain and out to the beach… But the best? Deborah. With her thoughtfully placed vases of flowers, sweet offerings and treats, and especially her contribution to the overall feeling of connection in this special part of Maine. Thank you!

Top guest favorite

A tranquil water view is captured from the cabin's deck, where the serene, blue surface reflects the sky above. Lush trees frame the scene, providing a natural border to the expansive body of water and nearby shoreline.

Place to stay in West Bath

5 out of 5 average rating, 35 reviews

Cozy Coastal Cabin -in the woods

SaraRating, 5 stars1 week ago

First time renting on Airbnb, it couldn’t have been a more perfect experience. The cozy cabin on the cliffs of Maine was beyond anything I could’ve imagined. Stephanie & Heather thought of everything; welcome snacks, dog treats, water, things to do,etc. They even had binoculars, we used on a bald eagle diving into water. Being able to use their kayaks (no charge), made packing & planning much easier. The peaceful surroundings & natural beauty made it easy to disconnect & relax. We saw so many jellyfish in the ocean and they were beautiful! On check-out morn, Stephanie messaged us to say we stay later in day because no one was checking in today, it was the nicest day. That extra time meant everything, we ended up leaving around 4pm with no extra charge. The level of kindness & hospitality is rare & so appreciated. This stay was absolutely unforgettable, we will 100% be coming back. Thank you, Stephanie & Heather, for creating such a peaceful, thoughtful, & welcoming escape.

A quaint exterior of the apartment displays a reddish-brown facade with white trim around the windows. Two planters are positioned on a wooden barrier, filled with greenery. Nearby, a grassy area leads to a canoe resting on the ground, surrounded by trees.

Apartment in Georgetown

5 out of 5 average rating, 6 reviews

Unique Apartment Georgetown

TomRating, 5 stars5 days ago

The place was clean and a great “base” for fishing activities at Reid State

Top guest favorite

An outdoor staircase leads to the second story of the apartment, featuring white wooden railings and steps. Sunlight illuminates the stairs, while greenery is visible in the background, enhancing the natural setting of the property.

Apartment in Cape Elizabeth

4.99 out of 5 average rating, 73 reviews

Crescent Beach Gardens

AmyRating, 5 stars1 week ago

The views were amazing and the place was perfect! They’ve thought of everything (beach chairs, extra linens, coffee) and the flowers and birds make the property even more lovely. I stayed with my daughter and there is privacy within the space. The beach is a five minute walk from the house. We will definitely stay again!

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Vacation rentals in Small Point

Top-rated vacation rentals in Small Point

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