Vacation rentals with breakfast in Southport

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Top-rated breakfast rentals in Southport

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Guest favorite

Cottage in Pownal

4.99 out of 5 average rating, 324 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.

Nov 9 – 16

G$57,333 GYD per night

Guest favorite

Tiny home in Durham

4.99 out of 5 average rating, 300 reviews

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 & chickens grazing in the fields.

Sep 8 – 15

G$39,097 GYD per night

Superhost

Cottage in Woolwich

4.91 out of 5 average rating, 154 reviews

Pet Friendly Audubon Bring Your Fishing Gear!

Enjoy the view from this wonderful 1940's waterfront cottage on the Sasanoa River in Woolwich. From here access Reid or Popham Beach State Parks with ease. Visit Maine Maritime museum in Bath, the "City of Ships." Head to Portland for a night out. Just relax and watch the seals, osprey and eagles. Rent a boat to enjoy all this extremely special waterway has to offer. Around the corner is the Kennebec River and Merrymeeting Bay, to the south you'll discover Phippsburg and historical Fort Popham.

Sep 7 – 14

G$70,959 GYD per night

Guest favorite

Guesthouse in Appleton

4.9 out of 5 average rating, 266 reviews

Raven's Crossing - Retreat Cottage

Welcome to Ravens' Crossing , an 1850's farm located in Midcoast Maine in Appleton. With two guest cottages to choose from, you will find yourself in a peaceful, quiet space. Hot tub is working! Breakfast is $40, delivered to your cabin. Shared bath at studio, short walk from cabin; out-house at cabin Whether you choose to receive massage, relax in the sauna, stay in a cottage, you can decide how your retreat desires may be met. Retreat cabin is off-grid. There is a studio apartment for guests

Apr 8 – 15

G$21,561 GYD per night

Guest favorite

Home in Wiscasset

4.99 out of 5 average rating, 104 reviews

Victorian Charm in Wiscasset, Maine: Acorn Cottage

A TRULY NOSTALGIC MAINE VACATION STAY. THIS 1903 SPACIOUS THREE BEDROOM, ONE AND HALF BATHS VICTORIAN VILLAGE HOME IS SURE TO PLEASE AND MAKE A LASTING IMPRESSION OF THE PERFECT MIDCOAST MAINE VACATION. Located in the “Prettiest Village” in Midcoast Maine. Walk the sidewalks to local landmark "Reds Eats" for a lobster roll, fantastic boutique shops, antiques stores, art galleries, wine bar, restaurants! And just up the road is “The Alna Store”recently nominated for a James Beard Award!

Oct 26 – Nov 2

G$62,660 GYD per night

Guest favorite

Apartment in Nobleboro

4.89 out of 5 average rating, 137 reviews

Finding Joy

This lovely apartment is above our garage. You can come and go as you please. We have created a place for peace and solitude. Sit on the deck or look out the dining room window and see the woods and wait for the birds and wildlife that may be wonder through the yard. There is coffee and tea available, along with basic breakfast supplies, if you wish. Keyless entry allows for you to come anytime after check-in. Please note, you have to be comfortable with stairs to access the apartment.

Oct 6 – 13

G$22,400 GYD per night

Guest favorite

Apartment in Bath

4.98 out of 5 average rating, 132 reviews

Southside Suites

A beautifully appointed Apartment ~ Queen bed with ROKU TV, dresser, night tables complete with USB adapters. ~ Open concept living room with couch, chairs, and ROKU TV ~ Fully stocked kitchen complete with refrigerator, microwave, gas stove/oven, Nespresso coffeemaker, french press, and kitchen essentials ~ Great work space or reading nook with cozy couch and ROKU TV ~ Fully furnished outdoor porch with a Nextgrill. ~ Your own private boutique to shop at your leisure

Apr 3 – 10

G$39,612 GYD per night

Guest favorite

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 328 reviews

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Feb 10 – 17

G$34,329 GYD per night

Guest favorite

Cottage in Edgecomb

4.97 out of 5 average rating, 179 reviews

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Oct 22 – 29

G$33,651 GYD per night

Guest favorite

Apartment in Hallowell

4.98 out of 5 average rating, 301 reviews

Two Bedroom Mid Century Modern Downtown Apartment

Experience this amazing two bedroom Mid-Century Modern apartment in Downtown Hallowell. This is newly renovated & steps away from a variety of restaurants & pubs. It has all the fun and funky charm of the early 1960’s with bright colors, rich woods, clean lines & shag rugs. All the modern comforts including stainless steel appliances, vessel sinks, soaker tub & new beds. A couple miles from the State Capital and centrally located between Brunswick and Waterville.

Dec 16 – 23

G$27,102 GYD per night

Superhost

Farm stay in Gray

4.88 out of 5 average rating, 242 reviews

The Retreat at Crystal Lake Farm

This getaway features two spacious bedrooms plus an upstairs bedroom loft, sleeping up to 6 with ease. The large bathroom is accessed by both the master bedroom and living room and features on-site laundry. For guests who love to cook the kitchen is fully equipped and the deck is a perfect place to relax in the summer and enjoy the view. In colder seasons guests are encouraged to cozy up by the wood-burning stove or use the outdoor BARREL SAUNA.

May 27 – Jun 1

G$37,541 GYD per night

Guest favorite

Guest suite in Brunswick

4.93 out of 5 average rating, 113 reviews

Brunswick Bungalow Efficiency

Just a five minute walk to downtown Brunswick and Bowdoin College, this is a quiet neighborhood location. Easy access from Route 295 and Route 1. Welcome to a clean, cozy lower level suite with private entrance. Two open concept and adjacent rooms, one private bath. Clean, spacious, comfortable, and efficient! There is not a full kitchen, but has a kitchenette area with apartment fridge, keurig coffeemaker, teapot and microwave.

Oct 1 – 8

G$20,977 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Southport breakfast rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

Guest favorite

Home in Portland

4.95 out of 5 average rating, 292 reviews

Explore Portland from a 18th-Century Victorian

Oct 30 – Nov 6

G$38,729 GYD per night

Guest favorite

Home in Limerick

4.94 out of 5 average rating, 101 reviews

Lakefront Getaway

Mar 26 – Apr 2

G$36,799 GYD per night

Guest favorite

Home in Portland

4.9 out of 5 average rating, 194 reviews

Top Deck - Portland Property with Views!

Dec 7 – 14

G$75,895 GYD per night

Superhost

Home in Whitefield

4.8 out of 5 average rating, 113 reviews

House in the Woods

Jan 31 – Feb 7

G$65,209 GYD per night

Superhost

Home in Boothbay

4.73 out of 5 average rating, 15 reviews

Charming Boothbay Cottage

Nov 14 – 21

G$36,214 GYD per night

Guest favorite

Home in Tenants Harbor

4.91 out of 5 average rating, 77 reviews

Open and cozy!

Sep 21 – 28

G$46,803 GYD per night

Guest favorite

Home in Portland

4.98 out of 5 average rating, 99 reviews

The Inn on Ludlow Street

Sep 12 – 19

G$80,707 GYD per night

Guest favorite

Home in Portland

4.94 out of 5 average rating, 70 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Dec 23 – 30

G$98,584 GYD per night

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Apartment rentals with breakfast

Guest favorite

Apartment in Portland

4.9 out of 5 average rating, 148 reviews

Ahoy! West End flat, walk downtown

Oct 2 – 9

G$32,591 GYD per night

Guest favorite

Apartment in Portland

4.97 out of 5 average rating, 380 reviews

RETRO BnB in the Heart of East End Portland

Oct 11 – 18

G$51,210 GYD per night

Guest favorite

Apartment in Biddeford

4.98 out of 5 average rating, 118 reviews

Brenda and Phil's Place

Feb 27 – Mar 6

G$31,444 GYD per night

Guest favorite

Apartment in South Portland

4.95 out of 5 average rating, 110 reviews

Spacious 1st floor New England charm.

Aug 15 – 22

G$43,315 GYD per night

Guest favorite

Apartment in Portland

4.96 out of 5 average rating, 121 reviews

62 Views

Oct 21 – 28

G$90,763 GYD per night

Guest favorite

Apartment in Phippsburg

4.94 out of 5 average rating, 71 reviews

Apartment in Woods by Ocean Cove near State Beach

Dec 16 – 23

G$38,212 GYD per night

Guest favorite

Apartment in Boothbay Harbor

4.96 out of 5 average rating, 25 reviews

8 West, "Ground Floor Apartment"

Jan 26 – Feb 2

G$75,516 GYD per night

Guest favorite

Apartment in Boothbay Harbor

4.89 out of 5 average rating, 36 reviews

Very cool studio apartment with sleeping loft

Sep 10 – 17

G$48,488 GYD per night

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Bed and breakfast rentals with breakfast

Bed and breakfast in New Harbor

4.83 out of 5 average rating, 6 reviews

Room 405 - Garden Cottage - The Bradley Inn

Sep 17 – 24

G$95,222 GYD per night

Guest favorite

Room in Bridgton

4.97 out of 5 average rating, 133 reviews

Nautical Room Dancing Light Farm w/Air Cond &desk

Nov 17 – 24

G$14,868 GYD per night

Guest favorite

Room in South Portland

4.88 out of 5 average rating, 497 reviews

Private Suite with deck/view/ocean access!

Dec 27 – Jan 3

G$33,375 GYD per night

Guest favorite

Room in South Portland

4.87 out of 5 average rating, 358 reviews

Spacious Room in Charming Antique Victorian - SOPO

Sep 29 – Oct 6

G$28,534 GYD per night

Guest favorite

Room in Scarborough

4.88 out of 5 average rating, 213 reviews

Gourmet Living Near Ocean

Nov 23 – 30

G$33,375 GYD per night

Guest favorite

Room in Rockport

4.94 out of 5 average rating, 230 reviews

Restored 2BR Cape- Heart of Village

Mar 3 – 10

G$28,755 GYD per night

Guest favorite

Room in Bethel

4.95 out of 5 average rating, 195 reviews

Paws Inn - Pet-Friendly guest rooms

May 6 – 13

G$19,310 GYD per night

Guest favorite

Room in Peaks ISland

4.94 out of 5 average rating, 121 reviews

Cozy Island room in a charming home

May 7 – 14

G$43,038 GYD per night

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Quick stats about vacation rentals with breakfast included in Southport

Total rentals
20 properties
Local attractions
The Spa at Spruce Point Inn, Robinson's Wharf, and Newagen Seaside Inn
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Total number of reviews
80 reviews
Nightly prices starting at
G$31,335 GYD before taxes and fees

Vacation rentals with breakfast in Southport

Top-rated breakfast rentals in Southport

Vacation rentals for every style

Cottages

Houses

Apartments

Popular amenities for Southport breakfast rentals

House rentals with breakfast

Home in Portland

Home in Limerick

Home in Portland

Home in Whitefield

Home in Boothbay

Home in Tenants Harbor

Home in Portland

Home in Portland

Apartment rentals with breakfast

Apartment in Portland

Apartment in Portland

Apartment in Biddeford

Apartment in South Portland

Apartment in Portland

Apartment in Phippsburg

Apartment in Boothbay Harbor

Apartment in Boothbay Harbor

Bed and breakfast rentals with breakfast

Bed and breakfast in New Harbor

Room in Bridgton

Room in South Portland

Room in South Portland

Room in Scarborough

Room in Rockport

Room in Bethel

Room in Peaks ISland

Quick stats about vacation rentals with breakfast included in Southport

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

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