Holiday rentals with outdoor seating in Freeport

5 out of 5 average rating, 12 reviews

Campsite in Wakefield

Luxury Tent in New Hampshire- Tail Tuckaway

Reconnect with nature at this unforgettable woodland escape while listening to the babbling brook. 🏕️ Enjoy 20 acres in a pristine and serene private environment. We use an all-natural spray of the area to keep the tick and mosquito counts down. Dog friendly 🐶 ✳️ 30 mins from Lake Winnipesaukee, the Lakes Region, and world class restaurants ✳️ Wood stove in the tent to keep you warm 🪵 ✳️ Camping chairs (4) available to sit outside on the deck ✳️ Fire pit doubles as a cooking area (pan available)

4.91 out of 5 average rating, 85 reviews

Cottage in Windham

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

4.96 out of 5 average rating, 559 reviews

Flat in East End

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.

4.89 out of 5 average rating, 205 reviews

Apartment in Kennebunk

Over 1000 Five Star Reviews! Walk to Dock Square !

Free onsite parking for 1 car. Beautiful coastal décor and modern amenities makes this a perfect choice for your vacation. Walking distance to EVERYTHING! Dock Square is a 1 minutes walk. Music, Art and Fine Dining surrounds you. Lots of windows and a slider to the deck make this location bright and airy 2 private decks for your enjoyment, two bedrooms, 2 full bathrooms. Perfect for couples or families. Parking for one car in lot, added public park across s NO PARTIES Pets considered

Apartment in Old Orchard Beach

4.73 out of 5 average rating, 118 reviews

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.

4.85 out of 5 average rating, 103 reviews

Home in West Bath

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.

4.94 out of 5 average rating, 62 reviews

Guest suite in Hanover

Mystery Mountain View Near many outdoor activities

Put up your feet at this 900 sqft rental unit with 1 large bedroom, full kitchen, media room, sitting room, full bath, dining area, and dart board. Private entrance, daylight basement in lower level of our home. There is a key code box to obtain access, and guest parking. 15 minutes to Sunday River and Black Mountain and 20 minutes to Mt. Abram ski resorts. Swimming access at Howard Pond. Skiers, riders, hikers, kayakers, and outdoor enthusiasts would love this location anytime of the year.

4.88 out of 5 average rating, 120 reviews

Guest house in Bridgton

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!

4.86 out of 5 average rating, 29 reviews

Campsite in Friendship

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!

5 out of 5 average rating, 11 reviews

Tent in Liberty

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

4.93 out of 5 average rating, 54 reviews

Home in Yarmouth

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.