
Vacation rentals in Greenland
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Top-rated vacation rentals in Greenland
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Downtown Market St Loft—Style & Cozy, Above it All
Live local in the heart of Portsmouth! Relax in our bright, two-level loft above Historic Market Street—steps from cafés, boutique shops & more. Stay in PORTSMOUTH'S BEST VACATION HOME! 🏆 Editors Choice, Condé Nast Traveler. Why you’ll love it ➝ Full kitchen ➝ Eclectic & full of personality ➝ Sunny deck with skyline view ➝ Comfy queen bed ➝ Fast WiFi, dedicated workspace ➝ Walk 2min to "the decks", restaurants & Prescott Park. TREAT YOURSELF to a cozy downtown stay—reserve your dates today!

New, private, clean and comfy 1 bedroom apartment!
Welcome to our new 1 bedroom, 1 bath apartment in a beautiful, tranquil setting. We are minutes away from the Kittery Outlets, Seapoint Beach, Fort Foster, Fort McClary, Pepperell Cove, Portsmouth, York beaches and Ogunquit Beach. When you arrive, you will feel at peace in our truly tranquil oasis, surrounded by nature. We abutt 87 acres of conservation land. Turkeys, deer and birds visit us daily! We are secluded, yet close to everything. Welcome to our little slice of paradise!

Newly Renovated | Farm Stay | Near Portsmouth!
Welcome to the Brown House at Emery Farm. This recently renovated charming cedar shake farmhouse is situated on 130 picturesque acres, on the oldest family farm in America. If you’re looking for a quintessential New England farm stay experience that offers a quiet peaceful stay, this is the place! • 3 bd | 3 bath | sleeps 6 • Private, quiet, picturesque • Located on a working farm • 2 min walk to Emery Farm Market & Café • 10 min to Portsmouth • Surrounded by nature • EV charger

Newly Restored 1850’s farm house 3 bedroom 2 bath
This farmhouse is newly renovated, featuring reclaimed antique furnishings salvaged from the property and our neighboring farm. It sits on 2 acres with plenty of open space, a modern gourmet kitchen, a claw foot soaking tub, and serene spaces to unwind and refresh. 10 minutes to the beach and downtown Portsmouth, 60 minutes to Boston, and 90 min to the mountains makes this beautiful and private home an ideal space to set up home base whole enjoying the beautiful New Hampshire seacoast.

Sunny, secluded studio loft apartment
Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 5 year old daughter. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

Hot Tub! Nothing beats it on a winter night!
Just 10-minutes from charming Portsmouth! Enjoy the crystal-clean hot tub on your private patio. Feet-up pampering and special gifts throughout this adorable Maine coastal getaway. Drive into Portsmouth, or stay-in and pamper yourselves. Walk to the Kittery Point town wharf, historical sites, the Bistro and Wharf Restaurant, and catch views of the lighthouse and spectacular sunsets. 5-minute drive to a beach or world-class restaurants, 10-min to the famous Kittery Outlets.

Kennebunk Landing: The way life should be!
Charming farmhouse apartment in the heart of historic Kennebunk Landing. This private space centrally located with an easy 2 miles to Dock Square- KPT, local beaches and Main St. Bring your kayak, canoe or paddle board and put them into the Kennebunk River 100 yards behind the house. You can paddle all the way to the ocean. Easy drive to Old Orchard Beach (FUN!) or Portland (YUM!) or stay local for great lobster, amazing ice cream, beaches, shops, hiking and much more!

Tiny house near the beach!
Enjoy a wooded retreat just minutes from Maine's stunning Fortune's Rocks beach. This newly constructed tiny home welcomes you for a memorable stay near the coast. We strive to offer a thoughtful balance between modern amenities and a natural setting. This space is perfect for two guests, with a maximum of four who are comfortable sharing tiny accommodations. We are pet friendly for an additional fee - one dog maximum per reservation.

Charming Private New England Cape
Quintessential New England Cape-style cottage nestled in the woods of Kittery Maine with fabulous water views of Spinney Creek. Conveniently located to major highways Rte 95, Rte 101, and Rte 93. Minutes away from Kittery Foreside, as well as the Kittery Outlet Malls and the Kittery Trading Post. A quick trip over the bridge, brings you to the historic seaport town of Portsmouth NH.

Enjoy downtown Portsmouth!
123 Daniel St is a stylish, modern studio located in the heart of downtown in one of Portsmouth’s original historic brick buildings. The unit is a short 2 block walk to Prescott Park, Strawberry Banke, the waterfront and Market Square. The area is overflowing with wonderful restaurants, music venues, galleries and shops.

Badgers Island Condo-Sweeping Portsmouth Views #3
Located on historic Badger's Island in Maine's oldest incorporated town (Kittery), this quaint condo has breathtaking views of the classic New England town of Portsmouth. From every room, guests can enjoy the views of the Piscataqua River and Portsmouth waterfront.

Eliot Hideaway Lodge - Southern Maine Relaxation
A Clean and Quiet retreat for people and doggies. A country setting on an inlet of the York River, with great access to outlet shopping, hiking, beaches, and Portsmouth, NH. Surfaces cleaned and rooms disinfected with UV room sanitizer between all visits.
Popular amenities for Greenland vacation rentals
Other great vacation rentals in Greenland

Cozy cottage near the lake

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Historic 1780 Farmhouse near the Sea | Sleeps 8-9

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Chic 1 BR with Sauna & King Bed

Romantic Retreat • Waterview • Private Balcony

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Destinations to explore
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Boston Seaport
- Pats Peak Ski Area
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Long Sands Beach
- Boston Convention and Exhibition Center
- Scarborough Beach
- Canobie Lake Park
- Crane Beach
- York Harbor Beach
- Quincy Market
- Museum of Fine Arts
- North Hampton Beach
- Prudential Center




