Holiday rentals in Boothbay

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

East End Rental, Portland, Maine

Visit Portland, Maine! We offer a nicely renovated, quirky, third floor (two flight walk-up) three bedroom living space as a vacation rental. East End - Congress Street, foot of Munjoy Hill, city side (near Otto's East End Cafe). Great area! Very sunny non-smoking building with panoramic views of the city and water! Private, brick side walk and courtyard with zen gardens to relax in. Steps away from bakeries, coffee shops, restaurants, yoga studios and shopping. STR Registration #2018-3625

Ocean Paradise Sunrise/Sunset Peaks Portland

Wonderful Ocean-front location offers broad, breathtaking views from every room and easy access to the water's edge. Adorable 2 Br, 1.5 BA cottage recently completed, high-quality workmanship. It is a well-appointed year-round island home with radiant heat, Jotul stove, air-conditioning, fabulous deck, security and sprinkler systems, built-ins, stylish kitchen with concrete countertops, hardwood floors,vaulted ceiling in LR. This home is walkable to 'down front' yet removed from congestion.

Boho Beach Escape: Top-Floor Condo

Soak up the sun at our charming Old Orchard Beach retreat! Just steps from the sand, this spacious beach house is perfect for families. Enjoy ocean breezes and on-site fun after a day at the beach. Explore nearby arcades, shops, and restaurants. Comfy beds and a relaxing atmosphere await you! Our peaceful haven is nestled away from the hustle and bustle yet close to attractions. Enjoy cozy beds, a nostalgic record player, plush robes, an OLED smart TV, and sound machines in the bedrooms.

Adorable cottage 5 minute walk from downtown

Newly custom renovated 1 BR, 2 floor cottage 5 minute walk from downtown, 2 minutes from farmers market & bay. Each floor has a balcony for AM coffee/evening drinks. Loft style master BR connecting bathroom, first floor kitchen/living room combo - full (compact) kitchen - Custom woodwork, great design. Bathroom accessible from 2nd Fl BR. (The couch was recently replaced it’s not the one pictured (it’s actually much more comfortable) Crib available upon request No pets No smoking

Milk House

nice little vacation cottage in Dark Harbor, near to everything. queen sized bed, so sleeps up to two in a quiet island location for short or medium term stays. most reasonable amenities provided; hiking or social recommendations are available on request. (Wi-Fi speeds are excellent, although I was not able to use AirB&B's official Wi-Fi measurement option.) *Please be aware, this property is on an island, which must be accessed by boat or ferry, so service can be interrupted.

Unit 3 Getaway - Perfect for Families!

Unit 3 **Have a large group ask us about renting all 3 units sleeps 22** This 2 bedroom, 2 bath unit has been completely renovated. Only steps to the beach, this basement unit is literally just one block away from public beach access, and will sleep up to 6 people. Off-street parking, private picnic area and large gas BBQ grill. You will need to bring your own sheets, pillow cases and towels. Check in Saturday after 3PM, check out the following Saturday by 10AM.

Peaceful Sun and Fun Cabin-B

Your well needed relaxing and peaceful getaway awaits in this newly renovated cabin centrally located on a quiet safe street with short walk to the beach, restaurants, and Pier and amusements. This newly renovated 1-bedroom cozy cabin is perfect for a those looking to spend a peaceful and lovely time near the white sand in Old Orchard Beach. There is a hiking trail and biking trail beginning at the end of our street.

Relaxing BEACHFRONT in southern Maine( B)

Enjoy a sun-filled vacation relaxing and taking in the sweet scented ocean Breeze. This property is Located right on beautiful "Grand beach"! Perfect for walks or jogs to the “Old Orchard Beach Pier” or the “Pine-Point Jetty”! Close to everything southern Maine has to offer! You will want to visit year after year and you will never tire of what southern Maine has to offer. Inquire NOW! Oceanfront is hard to find!!!