Holiday rentals with breakfast in Bridgton

4.99 out of 5 average rating, 396 reviews

Cottage in Pownal

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.

4.95 out of 5 average rating, 335 reviews

Home in Deering Center

Explore Portland from a 18th-Century Victorian

*Covid-Clean* Cook breakfast in a bright kitchen with robust hardwood floors in this calm Victorian home. Sit down at a traditional dining table in an open-plan room featuring vivid wood-paneled walls, serene decor, and a geometric rug with pops of blue. Bright and spacious with entire top floor privacy. ** NO SHARED SPACE** This is a dedicated Airbnb apartment with no shared space whatsoever. Ultimate privacy. This apartment can be rented as (1) bedroom for up to (2) guests or as (2) bedroom for up to (4) guests. It is $50/night additional cost for the (2) bedroom. Please confirm the second bedroom is available if interested. Either option has a full bathroom with claw foot tub and shower. Full service kitchen with stove, refrigerator and microwave for your private use. Large living room with (2) couches and flat screen. The very large master bedroom with the ultra comfortable king size mattress also has cable tv. . Both the one bedroom and two bedroom option have their own private entrance, private kitchen and bath on the third floor. No shared space with anyone else with either the one or two bedroom rental options. Private entrance. Spacious one or two bedroom apartment with full kitchen, bath and living room as well as other amenities. We are available for any questions or concerns but as a rule we give the guests their privacy. The house is steps away from some of Portland’s most popular eateries including the Knotted Apron, Woodfords Bar and Grill, Bird and Co., The Treehouse, and Elsmere BBQ. Not far to the Old Port area to browse seafood markets and shops. Visit the Portland Observatory to explore a historic lighthouse. Close to all public transportation and Portland International Airport Parking in the driveway is a possibility, please ask if interested. Street parking is available, it is based on an odd /even system of the street address. You want to be parked on the same side as the date would be at 12:01 AM on any given day. You are staying at 32 Lawn Ave

4.95 out of 5 average rating, 127 reviews

Home in North Deering

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular eateries and breweries. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

4.96 out of 5 average rating, 319 reviews

Guest house in Portland

Beautiful large studio on the ocean.

Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests to share our beautiful property so if you'd like to book please introduce yourselves and let us know about who is coming and some hopes for your trip. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.

Guest suite in Moultonborough

5 out of 5 average rating, 168 reviews

Lakes Region Rustic-Chic Romantic Retreat-King Bed

Spacious sunny rustic-chic modern retreat nestled in the mountains of the Lakes Region. From the handcrafted soap, to the cozy robes and King size bed, stocked coffee/tea station, you are pampered. The curated space features art from local artisans and was designed with your comfort in mind. The area has much to offer (see Neighborhood section for distance to attractions and Guidebook under Location). All-size dog friendly (see dog policy for details). We live on site and Welcome Diversity.

4.97 out of 5 average rating, 225 reviews

Farm stay in Berlin

Berlin Trails Inn and Farm

Featuring cabin-style rooms on a farm with mountain views from the top of the world. We abut hiking, snowmobile, and ATV trails. With goats and chickens in the barn, wild berries in the fields, and all kinds of wildlife, the Berlin Trails Farm sits just up Cates Hill from the scenic Androscoggin - great for fishing, canoeing, and white water rafting. We are surrounded by hundreds of acres of meadows, wilderness, peaceful natural ambience. We stock our own eggs and local breakfast foods! WOW!

4.97 out of 5 average rating, 253 reviews

Cabin in Wakefield

Beautiful Log Cabin on Belleau Lake -2900 sqft!

Nestled among pine trees & views of the lake, the log cabin is the epitome of R&R. It is family/dog-friendly with an open concept main floor; 3 levels of living space (2900 sq ft). Perfect spot for large families looking to share a vacation without compromising privacy, while also perfect for a getaway for 2! Short walk to the beach, kayaks, fire pit, huge backyard & more! With year-round activities for the whole family, it's the perfect place to create lasting memories! 10% OFF WEEKLY STAYS!

4.93 out of 5 average rating, 123 reviews

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.

4.99 out of 5 average rating, 346 reviews

Tiny home in Durham

Crow’s Nest Tiny House at Old Crow Ranch

The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

4.99 out of 5 average rating, 233 reviews

Guest suite in Fryeburg

Welcome to Chickadee Cottage!

It’s springtime in the mountains! We still have snow to play in and days are sunnier and warmer! Lots to do! New restaurants to try! Spend some time browsing in town! Unique guest suite in the midst of wide-open mountain views in farm country. Comfortable airy rooms, full bath & your own living room with games, puzzles, books, Roku and WiFi. Complimentary coffees, teas and cold drinks. Keurig, microwave and mini fridge at your disposal. Great for couples, families, girls weekends!

5 out of 5 average rating, 325 reviews

Guest suite in Conway

CloverCroft - "Far from the madding crowd."

CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

4.94 out of 5 average rating, 226 reviews

Guest suite in Mexico

Beautiful Renovated Schoolhouse w/Private Entrance

Come stay in our renovated school house! This guest suite has great history. It has a spacious room with private entrance and private bathroom. Original wood floors, ornate copper ceilings, private driveway and private deck. Minutes from great hiking, waterfalls, lakes and ponds, and gorgeous scenic views. I have a 5 star cleanliness rating and can ensure that every surface is thoroughly sanitized between guests.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for rentals with breakfast in Bridgton

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

4.98 out of 5 average rating, 111 reviews

Home in Portland

The Inn on Ludlow Street

Home in Hartford

5 out of 5 average rating, 28 reviews

Log Home - Rare Mountain Views, Private/Spacious

4.84 out of 5 average rating, 32 reviews

Home in Meredith

Church Landing 7min walk | Bank of NH Pav 15 mins

Home in Peaks Island

4.95 out of 5 average rating, 20 reviews

BELLA VISTA - DIRECT OCEANFRONT at Elm Cove

Home in Porter

4.6 out of 5 average rating, 35 reviews

COGs Family Orchard and Apiary: entire house

Home in Standish

4.89 out of 5 average rating, 36 reviews

Lakefront Maine House Featured in Magazines

Home in Old Orchard Beach

5 out of 5 average rating, 8 reviews

Harper's Holiday 5 mins to beach!

4.89 out of 5 average rating, 99 reviews

Home in Limerick

Sokokis Lake House

Show all

Apartment rentals with breakfast

4.82 out of 5 average rating, 83 reviews

Flat in Pine Point

Seaside Escape – Walk to Beach, Trails & Food

4.94 out of 5 average rating, 467 reviews

Flat in Lisbon falls

Charming Victorian farmhouse 1880's bedrooms-2

Private room in North Yarmouth

4.92 out of 5 average rating, 60 reviews

Take Me Tenting (Groupie Site)

Flat in East End

4.84 out of 5 average rating, 321 reviews

Spacious, airy apt., steps from Eastern Promenade

4.88 out of 5 average rating, 8 reviews

Flat in Bowdoin

Garden Level Apartment

4.8 out of 5 average rating, 268 reviews

Flat in West End

Charming 1 Bedroom Flat in the Heart of Portland

Private room in Wolfeboro

5 out of 5 average rating, 6 reviews

King Canopy Downtown Cozy Room

4.88 out of 5 average rating, 76 reviews

Flat in Bristol

1B/1B Apt on Hobby Farm 5 minutes to Newfound Lake

Show all

Bed and breakfast rentals with breakfast

Private room in Peaks Island

4.94 out of 5 average rating, 127 reviews

Cozy Island room in a charming home

5 out of 5 average rating, 47 reviews

Private room in Bridgton

Spruced-Up Studio, first floor, Air Dncng Lght Frm

Private room in Wolfeboro

4.99 out of 5 average rating, 273 reviews

Suite with private entrance

Private room in Scarborough

4.89 out of 5 average rating, 246 reviews

Gourmet Living Near Ocean

Private room in No Conway

4.97 out of 5 average rating, 224 reviews

Quaint room upstairs with a beautiful view!

Private room in Cape Elizabeth

4.83 out of 5 average rating, 124 reviews

"The Lighthouse Cove Spa"

4.98 out of 5 average rating, 174 reviews

Private room in Gilford

Buddy's Bed & Breakfast- King room