
Pet-friendly vacation rentals in Casco Bay
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Top-rated pet-friendly home rentals in Casco Bay
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Luxury Year-round Hobbit House w/ private hot tub
Fern Hollow 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.
4.92 out of 5 average rating, 132 reviews
Quaint & Peaceful Designer's Oceanfront Cottage
Coco Cottage is a peaceful, cliffside escape with stunning 180° views of Harpswell Sound. Located at the end of a private road, it’s perfect for a designer’s retreat or family getaway. Three bedrooms—two queens, plus a twin/office combo—make it ideal for remote work or rest. Relax fireside and watch a movie, dine on the patio, read on the dock, or explore the amazing trails, beaches, seafood and sunsets of Harpswell. Enjoy oceanfront tranquility just 15minutes from Bowdoin College and Brunswick.
4.86 out of 5 average rating, 242 reviews
Large Historic 7 Bedroom home with Pool & Hot Tub
Very Unique, large historical home in beautiful Falmouth, Maine. Originally built in 1725, this nearly Three-Hundred-Year old Federal-style farmhouse still retains some original features. In the early 1900's, this home served as a bootleg hard cider mill, and more recently, an oriental rug business. Great place for families with kids to stay while enjoying coastal Maine and Portland. Less than a mile from Portland and 4 miles from the historic Old Port district. (Hot tub open year-round)
4.88 out of 5 average rating, 119 reviews
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
You 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 shops and restaurants. 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, quiet hours after 10 pm. No parties. City of Portland License #: STHR-004465-2022
4.96 out of 5 average rating, 179 reviews
Sauna+Near Beach+Pond+Outdoor Shower+Fire Pit
Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Outdoor Shower * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat * 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.
4.99 out of 5 average rating, 237 reviews
LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!
4.98 out of 5 average rating, 200 reviews
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.
5.0 out of 5 average rating, 115 reviews
Waterfront 5 BR Home | On Casco Bay in Freeport!
Spacious waterfront 5BR coastal retreat on Harraseeket Cove and South Freeport Harbor, perfect for kayaking, wildlife, and relaxing coastal Maine getaways. Set on 3.5 private wooded acres, the home features fast WiFi, smart TVs, outdoor dining, grills, firepit, kayaks, and peaceful water views throughout the property. Enjoy the tranquility of Maine’s coast while being only 3 minutes from Freeport’s shops, restaurants, breweries, and LLBean, with Wolfe’s Neck Woods State Park nearby.
4.96 out of 5 average rating, 147 reviews
Ocean/Beach Unique Views: THE New England !
QUIET NEIGHBORHOOD, WELCOME TO FAMILIES! GAS FIREPLACE ! Classic architectural details all sited on an enviable ocean/beach location. An alluring home, lovingly maintained for 110 years, encompasses the true understated elegance of the era in which it was created. Amidst the 3,500 sq ft+, find 6 gracious bedrooms accented by 4 and a half baths, updated granite kitchen, pantry, glassed in front porch with mesmerizing views of the ever-changing sea.
4.94 out of 5 average rating, 117 reviews
Waterfront Cottage On Basin Cove - Amazing Sunsets
Bright, airy cottage right on Basin Cove,a tidal cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.
4.98 out of 5 average rating, 244 reviews
Lakeside 3 BR Cabin in Boothbay Harbor
This swanky mid-60's cabin sits on a hill overlooking West Harbor pond in the town of Boothbay Harbor. It offers privacy yet is close to everything downtown Boothbay Harbor has to offer. It is great for couples, solo adventurers, business travelers and families (with kids), and large enough to accommodate bigger groups. If you would like to bring along your canine pal feel free, they are welcome (sorry no cats).
4.98 out of 5 average rating, 290 reviews
Cottage on Todd Bay
Autumn is nearly here, and the maples are turning red along the road down from Bath. Days are warm but crisp, and nights are chilly; our guests on Todd Bay have begun building evening fires in the wood stove. We still have a few more available nights in October for fall getaways -- and we're starting to look ahead to May and the 2027 season!
4.98 out of 5 average rating, 157 reviewsPopular amenities for Casco Bay pet-friendly home rentals
Pet-friendly house rentals

Charming Historic Freeport House
4.89 out of 5 average rating, 114 reviews
Top Deck - Portland Property with Views!
4.92 out of 5 average rating, 305 reviews
Year-Round: Peaceful and Quiet Island Getaway
4.87 out of 5 average rating, 186 reviews
Amazing Bay View Home with Hot Tub
4.9 out of 5 average rating, 331 reviews
Stunning Ocean Views From This Peaks Island Home
4.9 out of 5 average rating, 124 reviews
Classic, calm river view & centrally located home
4.96 out of 5 average rating, 112 reviews
Spacious Costal Home in Freeport, ME
4.96 out of 5 average rating, 210 reviews
Lakeside retreat on quiet cove on Cobbessee Lake!
4.84 out of 5 average rating, 115 reviewsPet-friendly home rentals with a pool

Romantic hideaway cabin w/ access to spa - 26
4.96 out of 5 average rating, 125 reviews
Portland & Beach & Lighthouses! Romantic! Lovely
4.87 out of 5 average rating, 615 reviews
Historic Schoolhouse c1866 + Pool + Lake + Hot tub
5.0 out of 5 average rating, 145 reviews
Steep Falls Escape, river & falls just steps away
4.92 out of 5 average rating, 125 reviews
Charming Chalet 3 min to SKIING & PVT beach access
4.87 out of 5 average rating, 130 reviews
Lovely Beach house in GRB - Heated pool!
4.98 out of 5 average rating, 58 reviews
Pool+Hot Tub+Sauna Near Beaches Spa Retreat
4.96 out of 5 average rating, 75 reviews
Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast
4.99 out of 5 average rating, 80 reviewsPrivate, pet-friendly home rentals

Charming Cottage With Spectacular Water View
4.97 out of 5 average rating, 389 reviews
HotTub/5min to K-port, Pet friendly, @anchorunwind
4.97 out of 5 average rating, 249 reviews
Crescent Beach Gardens
4.99 out of 5 average rating, 141 reviews
Tiny house near the beach!
4.97 out of 5 average rating, 263 reviews
Falmouth Waterfront Carriage House Apt
4.97 out of 5 average rating, 200 reviews
On the water Boathouse!
4.9 out of 5 average rating, 178 reviews
Charming Victorian farmhouse 1880's bedrooms-2
4.94 out of 5 average rating, 558 reviews
Waterfront Sunrise Cove Cottage
5.0 out of 5 average rating, 184 reviewsDestinations to explore
- New York City Vacation rentals
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- York County Vacation rentals
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Short Sands Beach
- Willard Beach
- Cape Neddick Beach
- Scarborough Beach
- Footbridge Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Hills Beach
- Gooch's Beach
- Fortunes Rocks Beach
- East End Beach
- Pleasant Mountain Ski Area
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- Palace Playland
- Portland Museum of Art





