
Holiday rentals with outdoor seating in Southport
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Top-rated Holiday Houses with Outdoor Seating in Southport
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Waterfront Guest House on the Maine Coast
Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Maine Cottage/Your Year-Round Destination
The Stowaway sits on 5.5 private acres atop a hill with breathtaking waterviews from every level. This pet-friendly, 3 story home offers 4 bedrooms, 3 baths & sleeps 8. Perfect for family getaways, milestone celebrations or relaxing escapes, the cottage combines comfort & style! The carriage house sleeps 4 more & together the property can host events of 50-150 guests (event fee $9000). Explore Maine's beauty year-round from summer by the sea, to colorful fall foliage, to snowy winter holidays.

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Private Sauna+Near Beach+FirePit+Forest View+Pond
Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat & Backup Automatic Generator * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

Renovated home with amazing waterfront views
Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). Starting January 2025 we will no longer allow pets.

The Washington Suite on u-pick blueberry farm.
This unique place has a style all its own. No, he didn’t sleep here, Washington that is, but now you can. Our one-hundred-acre farm is located in the small rural village of Washington. It is located just 2/10 of a mile from the village center where the general store, library and town offices are located. Easy commute east to the coast and the must-see towns of Rockland, Rockport and Camden or west to our capitol, Augusta. One hour and forty minutes to Bar Harbor and Acadia national park.

POST OFFICE COTTAGE Pemaquid Point
We now have a social media page! @pemaquidpostofficecottage Enjoy the relaxing, picturesque coast of Maine in this cozy, comfortable cottage...like a dolls house. Centrally located to local attractions, Pemaquid Lighthouse is 1/2 mile walk.Pemaquid beach only a 5 minute drive. Tiny Cottage sleeps two, with a full size bed or use pull-out couch, efficiency kitchen, and compact bathroom , shower stall. ( 16’ x 20’ square footage) Located with access to tide pools, glorious sunsets!

Cottage in the woods on Ocean Point
Secluded getaway in the woods close enough to see and hear the ocean and catch amazing sunsets. Charming 1BR + Loft, 1BA cottage situated among an acre of Ocean Point fir trees providing privacy and a quiet get away. Less than 100yd walk to the shore, beach and path at Grimes Cove, Ocean Point Inn Restaurant & Bar, and daily activities at the community "casino" building with playground, tennis, pickle ball, basketball, and Sunday softball. Harbor is 20 mins away for exploring.

Pinkham Cove - Water Front Cottage
Authentic oceanfront Maine home, with stunning views and amazing sunsets. Located on Pinkham Cove at the mouth of Boothbay Harbor. Experience the village of BBH , hiking trails, Botanical Gardens and explore the tranquility of Maine. This is the perfect getaway cottage. Enjoy the deck and beach access. The home was recently remodeled. The kitchen is a gem with quartz countertops and Bosch appliances. Curl up by the cozy fireplace, enjoy the amazing harbor view!!

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. 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.

Battersea Cottage - quintessential Maine! ALL new!
Everything about this cottage is brand new! This quaint Boothbay Harbor cottage has been completely renovated. Fresh and new without sacrificing the charm of a Maine coastal village home. Located in the area of West Harbor, this cottage is within walking distance of the rocky shore of Mill Cove as well as the village center. Nestled in the trees on an ample lot, Battersea has everything you could need for a perfect getaway!
Popular amenities for Southport outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Newly renovated 3BR house w/ stunning ocean views

Cozy Cottage Retreat near Breweries & Airport

Beautiful Winter River Retreat

Waterfront Gem walkable to Restaurants!

Hallowell Hilltop Home with Hot Tub & Sauna

LUX Designer Private Waterfront Hot Tub - Secluded

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Waterfront Farmhouse with Modern Flair!
Apartment rentals with outdoor seating

Serenity, Privacy, Clean and Bright

Prime Dock Sq Location, Booking 2025!

Sunny Downtown Apartment with Views of the Harbor

Cozy South Portland studio with King bed! REG107

The perfect getaway - Camden/Rockport/Rockland

Quiet West End Retreat - parking - 100% Non Smoker

Popham Beach, Small Point, Phippsburg, year round

Welcome to "West Winds at Pemaquid"
Condo rentals with outdoor seating

Charming, newly remodeled space atop Munjoy Hill.

Oceanfront Condo with Awesome Views

Cozy condo by the beach!

Top Of The Line Stay!

Direct Ocean View on the Eastern Promenade

Comfy condo with loft by the beach!

Relaxing Beachside Condo with Pool at Wells Beach

Rustic Willard Beach condo ten mins from Old Port!
When is the best time to visit Southport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $310 AUD | $348 AUD | $364 AUD | $402 AUD | $395 AUD | $403 AUD | $505 AUD | $515 AUD | $423 AUD | $410 AUD | $458 AUD | $416 AUD |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
Quick stats about holiday rentals with outdoor seating in Southport

Total holiday rentals
Explore 130 holiday rentals in Southport

Nightly prices starting at
Southport holiday rentals start at $170 AUD per night before taxes and fees

Verified guest reviews
Over 4,700 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
130 of Southport holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southport rentals

4.8 Average rating
Southport stays are highly rated by guests—averaging 4.8 out of 5!
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- Sebago Lake
- Scarborough Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- Pemaquid Point Lighthouse
- East End Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- The Camden Snow Bowl
- Wolfe's Neck Woods State Park
- Palace Playland
- Hills Beach
- Maine Maritime Museum
- Farnsworth Art Museum
- Bradbury Mountain State Park
- Portland Museum of Art
- Fortunes Rocks Beach
- Rockland Breakwater Light
- Aquaboggan Water Park
- Bug Light Park
- Pineland Farms




