Vacation rentals in Chelmsford

5 out of 5 average rating, 43 reviews

A serene coastal view reveals a stone jetty extending into calm waters, dotted with sailboats. Lush greenery frames the foreground, while the distant landscape features a quaint town along the shoreline, under a clear blue sky with scattered clouds.

Home in Rockport

New South End Home Quiet Lane To Old Garden Beach

Newer furnished home, 1/2 mile walk to quaint Bearskin Neck with Rockport shops & galleries. Old Garden Beach 1/4 mile walk down a quiet unpaved lane. 3 BR/3 Bath home available for summer weekly vacations. Family friendly, 3 prkg spaces, 2 decks, new appliances (laundry, microwave & dishwasher), hardwood floors, new rugs & beds, full basement w/ pool table, fenced yard. Several beaches, hiking trails nearby or take a train to Salem, Newburyport, or Boston. Longer term winter rental available

4.82 out of 5 average rating, 325 reviews

A serene outdoor seating area is surrounded by lush greenery, featuring two dark wooden chairs and a small table. A natural landscape includes a gently flowing brook nearby, with a weathered bench positioned to enjoy the peaceful view.

Home in Plymouth

Historic 1 Bed/In Town/Best Location/Hot tub/deck

PLEASE DO NOT BOOK WEEKENDS/HOLIDAYS/SUMMERS in advanced. I only use this 1 bed to fill gaps when the larger listing for this home isn't rented (mostly midweek) Beautifully restored historic home, directly in town, steps away from the Pilgrims 1st settlement, ocean, award winning restaurants, historic attractions, shops, nightlife, entertainment, tours,ferries, etc. Directly on the town brook/gristmill. Deck with view, firepit, hot tub, grill. Comfortable/clean/cozy bed, working wood stove.

4.84 out of 5 average rating, 111 reviews

An outdoor seating area features bright orange Adirondack chairs arranged around a fire pit, complemented by a shaded area provided by a large umbrella. The cottage is visible in the background, showcasing its coastal charm with fresh landscaping enhancing the inviting space.

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!

5 out of 5 average rating, 3 reviews

A charming cottage is nestled among vibrant trees, displaying shades of orange and yellow. Outdoor seating is provided by several blue chairs arranged on a manicured lawn, with a pathway leading to a sunroom that features numerous windows allowing natural light to flood the space.

Home in Wells

"In Tempore" Cottage

Relax in this calm, stylish space. New for 2024, "In Tempore Cottage" at Summer Village! Downtime at the right time! Enjoy the many amenities: tennis, pickle ball, putting green, ball fields that provide unobstructed stargazing on clear nights, heated pools, hot tub, indoor gym, playground. Ride the resort trolley in season. Bike, or walk along peaceful forests. New! Discounted rates for fall! **Linens and towels not included. Guests must supply their own or rent from Cottage Linens**

Guest suite in Kittery Point

A round mirror with a wooden frame is positioned in front of a glass-enclosed walk-in shower. The shower features a modern showerhead and a tiled wall, providing a clean and contemporary look.

4.95 out of 5 average rating, 291 reviews

Steps to the Harbor & Outdoor Dining. Hot Tub Too

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.

4.84 out of 5 average rating, 61 reviews

The image captures a serene beachfront with gentle waves lapping against sandy shores. Rocks line the edge of the beach, while a clear blue sky stretches overhead, merging with the tranquil sea. The distant coastline features various structures, enhancing the scenic view.

Home in Scituate

Sand Hills Barker Tavern RiverClub lighthouse -

Walking distance to sand hills beach - super close to BARKER TAVERN! One mile from center of town with restaurants and shops. Nearby basketball court. Grassy backyard . New furnishings new full bath and new mattresses. Freshly painted well maintained by owner bedrooms are upstairs. There is only one full bath upstairs Totally redone 2024. Bungalow beach style home. some guests find stairs to be “ steep” … my 82 year old mom does fine with the stairs and rail!

5 out of 5 average rating, 21 reviews

Home in Scituate

Coastal Retreat

Welcome to our coastal rental, a charming retreat nestled in the heart of a vibrant beach town. With modern amenities and coastal decor, unwind in the light-filled spaces and savor beautiful marsh views from the well manicured backyard. Located about a mile from Main Street, you can walk or bike on the flat sidewalk to restaurants, shops and the harbor. Close by you'll also find a dog park, the beautiful public golf course, Widow's Walk and of course the beach!

4.93 out of 5 average rating, 41 reviews

An aerial view of the lake house is presented, showcasing its two-story structure and surrounding wooden fence. The property is adjacent to the serene lake, with a clear view of the water and nearby trees, enhancing the natural setting.

Home in Plymouth

The Lake House Paradise!

Escape to our serene lake house with breathtaking views & endless opportunities for outdoor adventure. With a dedicated workspace, stay connected while enjoying tranquility. Take a paddle on the lake with kayaks & pedal boat, or relax on the patio with outdoor fire pit. Fully furnished & decorated, feel at home cooking in the fully equipped kitchen or curling up in the cozy living room. Book your stay today and experience the magic of nature firsthand!

4.96 out of 5 average rating, 23 reviews

Aerial view of Bow Lake showcases calm water reflecting the sky and surrounding greenery. The shoreline features a public boat ramp and several parked vehicles. A mix of residential homes and trees is visible along the road, highlighting the area’s natural beauty.

Home in Strafford

Bow Lake Escape

Newly renovated cottage nestled in the trees by beautiful Bow Lake! Sip your coffee on the deck listening to the loons & take the 1.6-mile drive or walk for a swim, paddle or float on the lake. Perfect for a relaxing getaway or outdoor enthusiasts. This 2BR/1.75BA stylish home sleeps 6 & offers modern amenities, seasonal lake views & convenient location near public boat launch & parking, restaurants, snowmobile trails & Antique Alley.

4.81 out of 5 average rating, 186 reviews

An expansive porch features a circular wooden table surrounded by pastel blue chairs. A colorful patterned rug anchors the seating area, with decorative string lights overhead enhancing the space. Lush greenery is visible in a planter, adding a touch of nature.

Home in Hampton Beach

Steps to Beach Fireplace Pat's Porch

Welcome to Pat's Porch, the sister cottage of Lorraine's Landing and a professionally managed beach getaway - Just a 5-minute stroll from the sun-kissed shores and bustling boardwalk of Hampton Beach, this 3-bedroom, 1-bath abode boasts a queen master bedroom and newly updated kitchen. Relax on the expansive porch equipped with a picnic table, lounge chairs, and grill, or unwind indoors with fast wifi and a Samsung Smart TV.

5 out of 5 average rating, 27 reviews

A spacious living area features a comfortable chaise lounge and an open layout connecting to a dining area with modern lighting. A built-in bookshelf filled with colorful books adds a touch of character to the room, while hardwood flooring enhances the overall warmth.

Home in Ogunquit

Hoyts Ahoy

Escape to the coastal beauty of Ogunquit, Maine, where your ideal vacation home awaits. This charming ranch-style 3-bedroom, 1.5-bathroom home has an appealing terrace and yard for gatherings, as well as a side patio with river and ocean views. The comfort and convenience are within steps of downtown Ogunquit, which offers everything from the beach, river, the famed Marginal Way, restaurants, and shops.

4.97 out of 5 average rating, 144 reviews

Home in Smithfield

Luxury Home | Fire Pit | Beach | Grill | 2 Decks

Welcome to Stillwater.House - a custom built Airbnb. Our premier luxury home is situated overlooking a picturesque running river and 92 acre pond. Built in 2020, this beautiful 2,600 sq ft, five bedroom, four bath home boasts breathtaking views, nestled in the picturesque Georgiaville Village. Enjoy the views on TWO decks with plenty of outdoor seating, couches and a brand new gas grill! RE.02492-STR

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Popular amenities for Chelmsford vacation rentals

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Stay near Chelmsford's top sights

University of Massachusetts Lowell4 locals recommend

Showcase Cinema de Lux Lowell11 locals recommend

Cobblestones of Lowell8 locals recommend

Other great vacation rentals in Chelmsford

4.82 out of 5 average rating, 109 reviews

A functional kitchen features light gray cabinetry, a white countertop, and essential appliances, including a refrigerator and stove. A window allows natural light to brighten the space. Two stools are positioned at a bar counter, providing additional seating in the open layout.

Apartment in Revere

Home away from home Beach,Logan,Encore, DownTown

4.9 out of 5 average rating, 79 reviews

A modern kitchen area is highlighted by a dark granite countertop and sleek cabinetry. A stainless steel dishwasher is positioned beside the sink. The space is open to a comfortable living area, visible through large windows, bringing in natural light.

Home in Hampton

Lux Getaway! Perfect for Groups 8+ppl

4.91 out of 5 average rating, 67 reviews

Apartment in Marshfield

FULLY RENO'D apt w/water views near beach& marina

5 out of 5 average rating, 8 reviews

A two-story, light blue house is shown, featuring a well-maintained landscape with shrubs and small trees. A stone wall borders the property, and a concrete walkway with steps leads to a wooden deck at the entryway.

Apartment in North End

Beautiful and spacious lovely home

4.94 out of 5 average rating, 17 reviews

A private deck is seen overlooking a calm body of water, featuring a hot tub surrounded by comfortable seating and an umbrella. Autumnal foliage adds color to the landscape, enhancing the tranquil setting by the water's edge.

Home in Sandown

Sunrise Beach Escape

4.84 out of 5 average rating, 32 reviews

Apartment in Brighton

The Curie-Perfect for Monthly Stays

4.94 out of 5 average rating, 147 reviews

A bright living area features a spacious sectional sofa adorned with colorful cushions. A granite countertop with woven bar stools offers a casual dining option, while natural light pours in through large windows adjacent to a screened-in dining space.

Cottage in Wells

Cozy Cottage with Ocean Views, Wells Maine