Holiday rentals with outdoor seating in Woburn

Home in Lakeside Marblehead

5 out of 5 average rating, 13 reviews

Charming antique in historic seaside beach town

Built in 1840, this historic home is loaded with character! Charming beamed ceilings, fireplaces, and wide-pine floors are coupled with contemporary stylish decor and all the modern conveniences. Located downtown, you can walk to restaurants, shops, the movie theater and historic Old Town. The patio, deck & tiered backyard offer a private oasis and options for outdoor dining and lounging. Explore the many beaches and harbor on foot. Nearby beaches boast a playground, a cafe and paddle boarding.

5 out of 5 average rating, 16 reviews

Apartment in Rockport

The Admiral's Loft

The Admiral's Loft sits high in the treetops with keyhole views of the bay from a private deck. It is close to downtown but set back on a quiet dead-end street. The apartment has been fully renovated. Marble countertops, tiled shower, hardwood floors, leather couch, antique and hardwood furniture make this a luxurious feeling space. A/C throughout. On the deck there is a long couch for two people to lay on, a dining space for 4, a high-end electric grill and a cooler. Beach stuff supplied.

4.99 out of 5 average rating, 169 reviews

Cabin in Littleton

Private & Remote, Enjoy Outdoors, Sleep in Luxury

Bit of a wonderland (57 Acres, 100+ 5-star reviews). A place you won't soon forget. Complimentary firewood, 1/2 hour from Boston, camp but sleep in luxury. This cabin is privately located on a retired Christmas tree farm, about a one-quarter mile off the public road. Listen to the water flow, and watch the sunset over the wetlands. This site is ideally suited for a couple looking for an outdoor experience retiring to the comfort and security of a luxury tiny house. Everything is solar-powered.

4.96 out of 5 average rating, 69 reviews

Apartment in Hull

Anchors Away Inn Cozy Walk to Beach, Courtyard

A minute walk across the street to your private beach. Walk on picturesque Cadish Ave to Marina and Local 02045. Drive 5 mins to Kenberma shops. A 7 minute drive to main beach restaurants and bars. Comfy Beds and Bamboo linens. Outdoor shower, private backyard with Lg fire pit and large courtyard with string lights and seating. New AC, Fast-Wifi, dedicated workspace. Dining table for 4 plus a Coffee Bar and a snack or two. Comfortable shower with a seat. Pack & play crib, high chair and games.

4.84 out of 5 average rating, 111 reviews

Cottage in Newbury

Designer decorated-Sunset Bliss- Beach 3 min walk

Peaceful Plum Island cottage, renovated fall of 2018 and 2023 with New England coastal charm. Open floor plan and water views of the marsh, a short 3 minute walk to the beach. Watch the sun rise over the Atlantic and enjoy the spectacular sunset directly in front of the house for a nightly show. Walk the cottage for ice cream, Rip tide & the Sunset Club for cocktails and dinner. Beach, boating, fishing, wildlife sanctuary, and the historic downtown Newburyport all just 40 miles from Boston!

4.78 out of 5 average rating, 486 reviews

Home in Wayland

Tiny house experience steps from the water!

-Tiny house experience in quiet private neighborhood on its own lot with great backyard & fire pit on private secluded St. -prof cleaned after each guest -High speed internet/ expanded cable -Built in full bed with queen sleeper futon bed that can sleep 2 more -Just a few steps from beautiful Dudley Pond for swimming/fishing and great walking trails Wayland is one of nicest towns in MA yet only a min or two from anything you need and less than half hour from Boston. texts returned instantly

4.82 out of 5 average rating, 151 reviews

Home in Westminster

Lakefront, view of ski mtn, firepit, kayaks, dock

A charming lake house with a magnificent view of a ski mountain — Wachusett Ski Resort (voted #1 in MA). Newly-renovated, 650 square foot cabin with a wall unit AC, fire pit, grill, smart TVs, kayaks, paddle board, and all the amenities you’ll need. (FYI: We also own another lakefront Airbnb right down the street that accommodates 10 guests. Ask for link.) *A brand new retaining wall and dock will be installed May 2024. This will extend and even out the lawn for nights around the firepit!

5 out of 5 average rating, 9 reviews

Home in Gloucester

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets

Waterfront Paradise! Sweeping ocean river views & gorgeous sunsets! Swim, paddle board or watch the tides come and go on the private dock and raft. Enjoy a book, nap or meal on the screened-in porch or patio. Bring your own boat and cruise the day away. Close to beaches - Stage Fort (5 min) and Good Harbor (12 min) as well as cafes, shops and nightlife in town center (10 min).

4.88 out of 5 average rating, 105 reviews

Home in Wrentham

Backyard Oasis with Hot Tub

HALF OF OUR HOME WITH PRIVATE ENTRANCES we live on other side of home private entrances to home & backyard. Private bath Kureig refrig microwave toaster oven Not a full kitchen Big screen TV 3 min Wrentham Outlets 9 min Gillette Stadium 13 min Xfinity center Shopping concert game come home soak in the hot tub . Fire-pit and private hot tub open all year round! heated lap pool Open June thru Oct Grilling area May 1st large Weber gas grill Blackstone gas. Flat grill

4.86 out of 5 average rating, 99 reviews

Home in Merrimack

Pond-Front Passive Solar Architectural House

Welcome to this beautiful 2br house right on Horseshoe pond, only a 50 minute drive from Boston! When not kayaking or fishing, enjoy fun activities on the outdoor patio, dock, firepit, relax on the hammock or swim in the pond! The upstairs has 2 bedrooms and the main bathroom. All rooms in the house have beautiful water views! One large open concept room downstairs containing living room, sitting area, kitchen, and dining table

4.89 out of 5 average rating, 128 reviews

Apartment in Newbury

View of Marsh & Dunes| Pet Friendly| Wkly Discount

Welcome to this truly unique property situated on one of the largest lots in all of PIum Island making it the perfect spot for outdoor entertaining! Enjoy the seclusion of this spectacular, scenic lot while being conveniently located just a short half block walk from the Sunset Club, Plum Island Grill, Beachcomba and The Cottage Creamery and also just a 7 minute walk to the beautiful Plum Island Beach!