Holiday rentals with outdoor seating in Winthrop

Peaceful Oasis on Munjoy Hill -1st flr/3BR+parking

Spacious, light-filled 3 Bedroom/1 bath 1st-floor apartment with tasteful art, contemporary furnishings, + a well-appointed kitchen. Fantastic location! -A 5-minute walk to the Eastern Promenade with its food trucks, beach & scenic trails -Nearby are bakeries, cafes, world-class restaurants and popular breweries -Relax in the serene garden w/ outdoor seating -A 15-minute walk takes you to the Old Port. Discover the best of Portland, then return to A Peaceful Oasis, a place to truly call home.

Attractive 1 bedroom cabin only 50 ft from beach#1

nestled in a restful pine grove just 50 feet from Maine’s finest beach. These 8 one & two bedroom charming Old Orchard Beach Cottages are decorated in a modern beach theme, providing guests with the modern conveniences of today. Conveniences include Smart TVs with Amazon Fire Sticks, Wi-Fi, individually controlled heat & air conditioning, fully equipped efficiency kitchenettes, & private baths. Ideal for group getaways! Enjoy the privacy of your own seaside cottage, oh, so close to the beach.

Oak Leaf

Take it easy at this unique and tranquil getaway. This sweet cottage offers scenic water views and much more. Overlooking the New Meadows river, it is nestled in a quiet area and surrounded by 100 yr old oak trees. It is loaded with charm yet offers modern amenities. You feel tucked away, yet the place is only 10 to 20 minutes from beautiful beaches, hiking, fine dining, and shopping opportunities. Enjoy beautiful sunsets from the back porch and cozy up to fire pit while you make memories.

Terrapin Station @ Porter Lake – Lakefront Living

Several acres directly on a secluded portion of Porter Lake so you can bring your boat or enjoy the local trails with your ATV in the summer. Enjoy ice fishing, snowmobiling and snowshoeing in the winter. This 1500 square foot cabin offers all the modern conveniences. Close to area hiking and mountain climbing in summer and Sugarloaf and Saddleback skiing in winter. Awesome colors of foliage changes during the fall. Optional hookup for motorhome and plenty of space for tenting.

Hot Tub-Game Room-FirePit-Views-DogsOk-SundayRiver

✔ Modern 4-Bedroom, 4-Bath Cabin – Sleeps 12 ✔ Relax in a 7-Person Hot Tub Under Cozy String Lights ✔ Game Room with Bar, Air Hockey, Shuffleboard, & SMART TV ✔ Patio with Fire Pit, Adirondack Chairs, Dining Areas, and BBQ Grill ✔ Spacious Deck with Stunning Views of Sunday River & Mahoosuc Mountains ✔ 15 Min to Sunday River & Mt Abram, 10 Min to Downtown ✔ Cozy Gas Fireplace, A/C, and Fast Fiber WiFi ✔ Dog-Friendly ✔ High Chair, Pack N' Play, & All Linens/Towels Provided

Private apart with luxury view, mins to everything

Welcome to the Peak View Apartment! This lovely and stylish place is perfect for a honeymoon, anniversary or romantic getaway or for those who crave for retreat. This is what you imagine when you want to relax in the house in the mountains!!! But also great for a small family with kids! Sitting on the ridge of Pleasant Mountain, the place is minutes away from all the attractions and beautiful lakes. The property will give you the full vacation in the woods experience!

Seaside Glamping in Retro Camper for 2 guests

Glamp in style in our vintage camper at Snug Harbor Camps! The 1959 Trotwood is bursting with retro flare, and sits on a tidal cove minutes from bustling Friendship Harbor, where lobsters are the daily catch. Your coastal vacation will be complete with our firepit and Adirondacks, hammocks, kayaks, rowboat, and beach. Enjoy the beautiful landscape, vintage nautical decor, and all the necessities to enjoy oceanside glamping in midcoast Maine!

Porcupine Creek Rustic Camping - Owls Nest

The Owls Nest Tent is a luxury platform tent that sits on a rise overlooking a small field. Inside, there is a comfortable queen-sized bed. Outside, the tent canopy extends over the tent deck to provide a shaded place to sit in one of two comfortable Adirondack chairs. This is a perfect place to enjoy a morning cup of coffee or afternoon cup of tea! Additional information can be found on our website: Porcupine Creek Rustic Camping

New Home by Breweries, Outlets, and Portland Food!

Newly renovated and centrally located in charming Yarmouth Village! Enjoy a short walk to shops and restaurants, drive 15 minutes to Portland Old Port and renowned restaurants, or 5 minutes to Freeport Breweries/Outlets. Maine Beer Company, Mast Landing, LL Bean, Ottos, Royal River Grill all just minutes away. This is the perfect pit stop on your way to Acadia/ski mountains or to plan a day trip up the coast to Boothbay Harbor.