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Guesthouse vacation rentals in Cape Cod Bay

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Cape Cod Bay

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A charming carriage house with shingle siding is set against a blue sky adorned with fluffy clouds. A black Jeep is parked in front, showcasing the gravel driveway. Lush greenery surrounds the property, enhancing its inviting appearance.

Guesthouse in Barnstable

5 out of 5 average rating, 145 reviews

Modern Fireplaced Carriage House with Beach Permit

Feel at home & relax in our new one bedroom carriage house. Modern yet classic Cape Cod style and elegance. Rest easy on a new Stearns & Foster king size mattress with designer linens and furnishings. Cozy up to the fireplace and flat screen TV. Custom bathroom, Bosch laundry units and small deck. Kitchenette with dishwasher drawer, under cabinet refrigeration, microwave, toaster, Keurig coffee maker, Starbucks coffee and various teas. We offer beach chairs, bags & towels for your convenience.

The image captures a serene sunset over a calm waterway, where gentle waves reflect warm orange and yellow hues. Trees and houses are visible along the shore, while sandy areas along the water's edge create a tranquil natural setting.

Guesthouse in Bourne

4.79 out of 5 average rating, 180 reviews

Rustic Carriage House by the Sea

This authentic small old Cape Cod rustic carriage house is charming, antique, and unique. It is situated in a beautiful,-of-a-kind location, loaded with cozy fun, making a great getaway time of the year. The carriage house is within distance of beautiful Hens Cove and is near many activities such as bike paths the cape cod canal, ferries, hiking fishing, and numerous restaurants. It is ideal for pet-friendly families, a couple of couples, friends who want to stay together, and larger groups.

Top guest favorite

The open living area features exposed wooden beams overhead and includes a spacious wooden dining table. Two lounge chairs, a round pouf, and a day bed are arranged for seating. Natural light filters in through large glass doors, leading to an outdoor area.

Guesthouse in Chilmark

4.99 out of 5 average rating, 101 reviews

4-Season Guest House on Historic Chilmark Estate

Beautiful private guest house in Chilmark on Martha's Vineyard. Secluded yet convenient. Drive on pass to spectacular Chilmark beaches! Newly renovated and gorgeous. Great location - 10 minute walk to Chilmark Store. Full kitchen, living area, kitchen island/dining table, queen bed, day bed (not for sleeping), fireplace/heater, private outdoor shower, deck and picnic table, full bath inside. Keurig machine. 2 friendly labs/2 chickens on premises. Easy bus access. Old-style MV charm.

A bright sleeping area features a spacious white bed with decorative pillows and bedside lamps. A small kitchen area with light-colored cabinetry is visible in the background, complemented by a large window allowing natural light. A cozy seating area adds to the warmth of the space.

Guesthouse in Chilmark

4.98 out of 5 average rating, 228 reviews

Beautiful Guest House in Chilmark

This newly renovated guest house is located in a quiet and very private setting in Chilmark. The guest house is located above the garage adjacent to the main house with a private entrance. It has a queen size bed with two oversized chairs. There is a full bathroom in addition to a private outdoor shower. A small kitchen features butcher block countertops, a stainless steel sink, refrigerator and electric stove. Central air conditioning + heat make it the perfect getaway for all seasons.

The exterior of a cottage is depicted, featuring a stone pathway leading to the entrance. Lush greenery surrounds the building, complemented by a fenced yard. The cottage showcases a combination of wood and shingle siding, with a large window that allows for natural light.

Guesthouse in Wellfleet

4.87 out of 5 average rating, 101 reviews

Charming renovated Wellfleet Hideaway

Newly renovated bright cheery cottage in Wellfleet's Historic District, steps from the village center. One large sleeping/sitting room with new king size bed and futon sofa, opening onto roomy glass and screen porch with new dining table for eight. New full separate kitchen. NEW Stove and Refrigerator. NEW Bathroom with shower 2021 + an outdoor shower. Outdoor seating and grill. Linens/towels provided for 2 guests. Ideal for a couple or family w/ up to 2 young children.

A private deck is surrounded by a canopy of trees, featuring a seating area with four wicker chairs, two of which have red cushions. Sunlight filters through the branches, creating a peaceful outdoor space for relaxation.

Guesthouse in Bourne

4.96 out of 5 average rating, 113 reviews

Secluded home for Cape Cod relaxation, exploration

Explore the Cape from this private 1-bedroom, 1-bathroom modern apartment in Bourne. The vacation rental comfortably sleeps 4 and comes with all the conveniences to make your stay on the Cape enjoyable, comfortable and private. Just minutes from the Bourne Bridge, this Cape-side apartment provides the ideal location to explore all the that the South Coast, Cape and Islands has to offer. We welcome guests with small pets, total weight limit of 40 pounds (max 2)

Two wooden adirondack chairs are positioned on a grassy area, facing a tranquil lake surrounded by trees. Bright yellow daffodils bloom nearby, adding a touch of color to the natural landscape under a clear blue sky.

Guesthouse in Dartmouth

4.89 out of 5 average rating, 147 reviews

Lovely Lakeside Cottage

Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

The exterior of Salt Tide Cottage is shown, featuring a white-sided structure with a dark blue door and a large star decoration. A small seating area with two chairs and a table is positioned in front, surrounded by well-maintained green grass and trees.

Guesthouse in Barnstable

4.88 out of 5 average rating, 145 reviews

Relaxing Cottage in Centerville Village

Welcome to my home! The cottage is located in Historic Centerville Village, it's a welcoming, bright and relaxing, studio space; perfect for a couple, or individual, to getaway on Cape Cod. Salt Tide Cottage is a private guesthouse with off-street parking and a serene outdoor space. It sits behind the main house with its own back yard space with hammock. Just a short walk to the ocean, beaches, the library and the general store.

A shaded patio area is framed by a white pergola adorned with blooming wisteria. A wicker loveseat with floral cushions and a matching lounge chair are positioned along the paved surface, creating a relaxing outdoor space surrounded by greenery.

Guesthouse in Yarmouth

4.96 out of 5 average rating, 213 reviews

“The Pink Cottage” in Historic South Yarmouth

“The Pink Cottage” is a charming one-bedroom private building nestled into a beautiful historic property in South Yarmouth. Enter through the pergola patio, enjoy a spacious living space with dining and kitchen area. The one-bedroom with large closet is comfortably outfitted with all linen necessities, full bath with stand-up shower. Outdoor shower just off the patio, grill and more! Very quiet and private.

A charming cottage exterior is framed by blooming cherry blossom trees. A light-colored deck features a small café table with chairs, surrounded by various potted flowers. Large windows allow natural light to fill the interior, enhancing the welcoming ambiance of the outdoor space.

Guesthouse in Brewster

4.92 out of 5 average rating, 262 reviews

Charming Antique Cape Cod Cottage

Our cottage is situated in a lovely, landscaped yard with a private deck and back yard for our guests. We have a self check in that allows for privacy. While there is a feeling of privacy, you are close to stores and other conveniences. There are many walking trails nearby and beaches for outdoor activities. Perfect location for getting away or seeking adventure.

Top guest favorite

An inviting bedroom area features a spacious bed dressed in white linens, with a traditional area rug anchoring the space. Natural light floods in from windows adorned with sheer curtains, illuminating the wooden accents and exposed beams in the ceiling.

Guesthouse in North Truro

4.97 out of 5 average rating, 157 reviews

Light-filled North Truro cottage-Lovely gardens

Open and airy cottage with lots of attention to detail. Peaceful setting, clean and comfortable. Beautiful view of undeveloped hillside from all three rooms. Quick walk to beach. Set back from the road, nestled amongst gardens for a private feel.

Vacation rentals for every style

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Popular amenities for Cape Cod Bay guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

An aerial view captures a quaint cottage situated within a village neighborhood. The property is framed by trees, with neighboring homes visible. The blue sea is seen in the background, highlighting the proximity to the beach and surrounding area.

Guesthouse in Harwich

4.97 out of 5 average rating, 33 reviews

Harwich Port - "Lee Side" cottage by the beach!

Top guest favorite

A rustic studio cottage is presented with a sloped roof and blue siding. A wooden deck leads to the entrance, flanked by a garden with flower beds. A grill is visible on the deck, and a stone pathway meanders through the green yard.

Guesthouse in West Tisbury

5 out of 5 average rating, 35 reviews

Charming W. Tisbury Studio Guest Cottage

Two individuals are positioned in front of lush greenery and blooming yellow flowers. The vibrant colors of the foliage provide a natural backdrop, contributing to a serene atmosphere. Soft light filters through the plants, creating a gentle glow around the subjects.

Guesthouse in Oak Bluffs

4.98 out of 5 average rating, 96 reviews

Oak bluffs cottage Perfect place to honeymoon!

Top guest favorite

An entryway reveals a bright yellow door framed by clear glass panels. A dark wooden bench is positioned against a deep teal wall, and a small rug saying 'welcome' is located on the floor. Wall hooks are available for coat storage.

Guesthouse in Plymouth

4.94 out of 5 average rating, 31 reviews

Cozy private suite Plymouth

Top guest favorite

The exterior of the cottage is showcased, featuring a shingled facade and large windows that provide ample natural light. Lush greenery is present in the foreground, with ornamental grasses swaying gently. A vehicle is parked nearby, highlighting the cottage's easy accessibility.

Guesthouse in Nantucket

4.99 out of 5 average rating, 88 reviews

Beautiful Nantucket Summer rental

A cozy interior features wooden walls and a sloped ceiling. A striped couch is positioned near a wooden coffee table, while a cushioned armchair adds to the seating options. Natural light enters through the glass door, highlighting the inviting ambiance.

Guesthouse in Barnstable

4.9 out of 5 average rating, 20 reviews

Beach glamping at the Zen Den

An open kitchen and dining area is visible, featuring a round table surrounded by four chairs. A well-equipped kitchen includes a stove, refrigerator, and ample counter space. Light gray walls and bright lighting create a welcoming atmosphere in this cozy cottage space.

Guesthouse in Yarmouth

5 out of 5 average rating, 34 reviews

Cozy Cottage

A cozy living area is characterized by wooden flooring and exposed beams in the ceiling. A soft sofa and a patterned chaise lounge are complemented by a television mounted on the wall. Natural light filters through the window draped with light-colored curtains.

Guesthouse in Harwich

4.96 out of 5 average rating, 25 reviews

Cottage - close to Brooks Park

Guest house rentals with a patio

A private deck is framed by lush greenery, featuring two wicker chairs and a small table. The entrance is marked by glass doors that open to the cottage, with light filtering through the surrounding foliage.

Guesthouse in Edgartown

4.98 out of 5 average rating, 40 reviews

Private Two bedroom Katama cottage near Edgartown

The exterior of a newly constructed barn-style carriage house is shown, featuring a wooden deck with a railing. A single entrance door is located in the center, flanked by plants. The structure is surrounded by green lawns and trees, offering a tranquil setting.

Guesthouse in Sandwich

4.97 out of 5 average rating, 76 reviews

Private 1 king bedroom guest house-2021 built

Top guest favorite

The exterior of a coastal cottage is displayed, featuring light-colored shingle siding and a welcoming white deck with railings. Sunlight reflects off the front, creating a bright atmosphere. The landscape includes grass and decorative stone accents, with a glimpse of the water visible in the background.

Guesthouse in Marshfield

4.96 out of 5 average rating, 95 reviews

Adorable 1 bedroom guest house with ocean view

Top guest favorite

A charming waterfront studio cottage is situated amidst greenery, featuring a white porch with steps leading to the entrance. The exterior is accented by large windows and a peaked roof, surrounded by landscaped paths and flowering plants under clear blue skies.

Guesthouse in Bourne

4.99 out of 5 average rating, 83 reviews

Waterfront Cottage / Your Cape Escape

Top guest favorite

A bright living area is presented, featuring a white sofa adorned with blue patterned pillows. A rattan coffee table rests on an area rug with soft colors. Natural light is welcomed through a door leading to the outside, near a lamp with a blue base.

Guesthouse in Chatham

4.97 out of 5 average rating, 29 reviews

Carriage House - Oyster Pond, Steps to Beach+Town

Top guest favorite

A spacious sleeping area is highlighted by a king-sized bed adorned with white linens and accented with yellow pillows. A vintage-style claw-foot tub is positioned nearby against a backdrop of richly textured green tiles. Natural light floods the room through a window, complemented by decorative plants.

Guesthouse in Brewster

5 out of 5 average rating, 17 reviews

Claw Foot Tub & King Bed at Club Tanuki Cottage

Top guest favorite

The living room features a cozy white leather couch paired with patterned cushions, illuminated by natural light through oversized patio doors. A swinging nest chair provides additional seating, and decorative rattan lamps hang from a warm wood ceiling, enhancing the room's inviting atmosphere.

Guesthouse in Sandwich

5 out of 5 average rating, 24 reviews

the Elevated Escape

Top guest favorite

The Great Room features large windows that allow natural light to fill the space, revealing a blend of comfortable seating arrangements, including a black couch and a tufted mustard yellow sofa. A wooden coffee table sits center stage, complemented by a decorative rug and wall art.

Guesthouse in Scituate

4.98 out of 5 average rating, 47 reviews

The Genkan • Scituate's Cozy Harbor Guesthouse

Guest house rentals with a washer and dryer

A well-lit bedroom features a spacious bed with white linens and decorative pillows. Natural light enters through two windows adorned with blinds. A soft area rug is positioned under the bed, complementing a cozy reading nook with a rattan chair and a bean bag.

Guesthouse in Edgartown

4.95 out of 5 average rating, 38 reviews

Wedding RetreatTrails Golfing Beaches Private Gem

Top guest favorite

A dining area is presented with a rustic wooden table, set for a meal. Four dark chairs surround the table, and a vase of white flowers adds a touch of decor. The adjacent living area features a comfortable sofa, flanked by windows allowing natural light.

Guesthouse in Oak Bluffs

4.99 out of 5 average rating, 97 reviews

Mermaid Cottage

The exterior of a charming duplex features a pathway lined with colorful shrubs and plants. A welcoming front porch leads to light-colored siding, with a blue door providing a pop of color. Adjacent to the entrance, a wooden trellis adds character to the outdoor space.

Guesthouse in Yarmouth

5 out of 5 average rating, 51 reviews

Cozy, renovated home in a charming duplex cottage

The exterior of Brewster Cottage features a two-car garage with beige doors and a charming wooden front door. Lush greenery surrounds the property, providing a natural and inviting setting. The roof is steeply pitched, typical of New England style architecture.

Guesthouse in Brewster

4.93 out of 5 average rating, 92 reviews

Cape Cod Cottage: Walk to the Beach in Brewster!

A bright living area features a striped couch adorned with a 'SUMMER HOUSE' pillow, complemented by a cozy armchair. Natural light enters through windows with white blinds, and wooden beams add a touch of character. A decorative coffee table sits in the center, enhancing the inviting space.

Guesthouse in Barnstable

4.9 out of 5 average rating, 69 reviews

Osterville Guest House

An open studio layout is showcased, featuring a spacious bed with a metal frame. A cozy seating area is arranged with patterned cushions and a wooden coffee table. Natural light pours in through multiple windows, illuminating the warm wood flooring and inviting ambiance.

Guesthouse in West Tisbury

4.96 out of 5 average rating, 83 reviews

Vineyard Meadow Artist Studio

A charming two-story casita is surrounded by lush greenery, featuring wooden siding and a gray roof. A gravel pathway leads to the entrance, bordered by low shrubs. Colorful prayer flags add a decorative element to the serene outdoor setting.

Guesthouse in Edgartown

5 out of 5 average rating, 34 reviews

La Casita

A charming cottage is surrounded by lush greenery and blooming hydrangeas. A small Weber grill is positioned on the stone patio, and a wooden pathway leads to the covered porch. The facade features multiple screened doors and windows, inviting natural light into the space.

Guesthouse in Tisbury

4.87 out of 5 average rating, 270 reviews

Sweet Vineyard Haven Cottage

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