Apartment vacation rentals in Chatham

4.98 out of 5 average rating, 112 reviews

A cozy living area is furnished with a comfortable sofa adorned with decorative pillows. A dining table with seating for four is visible, alongside a well-equipped kitchen in the background. Natural light enters through the windows, highlighting the warm wood floors.

Apartment in Wellfleet

Rock on Wellfleet!

A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

4.98 out of 5 average rating, 226 reviews

An open studio space features a cozy sleeping area with a spacious bed covered in light bedding. A soft armchair and a wooden bench provide additional seating. Natural light streams in from a window, enhancing the room's bright atmosphere. Shelving displays books and decorative items.

Apartment in Oak Bluffs

Sunny Studio Apartment on Martha's Vineyard

Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.

A rustic, two-story cabin is surrounded by lush landscaping. A green door welcomes visitors, while a small stone pathway leads to a pair of outdoor chairs situated on a grassy lawn. The harmonious design includes natural stone walls and shaded trees.

4.96 out of 5 average rating, 282 reviews

The Knoll

A quiet home nestled next to conservation land at the end of a dirt road. Though there are neighbors, the landscaping creates a private oasis. The downstairs apartment with private entrance is old New England with Cape Cod affects. The Bedroom has a queen bed. Second sleeping area has a Daybed with trundle and is partially open to the living area. Outside deck has a grill and shower for guest use. Close to School House pond, bike path, and 3 miles from beaches, shopping, and downtown.

4.92 out of 5 average rating, 136 reviews

A wooden staircase leads down through lush greenery towards a serene lake. Vibrant flowers in a planter add a touch of color to the natural landscape, while tall trees frame the scene, creating a peaceful atmosphere.

Apartment in Sandwich

Spacious 2 Bedroom Lakefront Suite

This beautifully furnished, waterfront, 2 bedroom suite is perfect for people seeking to unwind at a Cape Cod getaway, close to Cape Cod canal and boardwalk and within the historic township of Sandwich, with ocean beaches near by. It has a wrap-around deck overseeing the lake, with access from every room on the lower deck and separate entrance. Each room has spectacular views of the lake and evening sunsets. Our private beach is a few steps away and is available for your enjoyment.

Apartment in Sagamore Beach

A bright living area features a large window that allows natural light to fill the space. Comfortable seating includes a gray sofa and a dark blue loveseat. A wooden coffee table sits between them, and a ceiling fan helps maintain a comfortable temperature.

4.98 out of 5 average rating, 123 reviews

Cape Cod Canal Home

Enjoy a getaway in our renovated 2 bedroom apartment on the 2nd floor with air conditioning and front balcony overlooking the Canal in Sagamore Beach. Beautiful, relaxing view with lots of boats and ships passing by. Steps to the Cape Cod Canal Bikeway for biking, walking and fishing. Two miles to Scusset Beach, 15 minutes to Historic Plymouth. Great location for easy day trips to Boston, Provincetown, Hyannis, beaches and more. Perfect for 2 couples or a family of five.

4.96 out of 5 average rating, 182 reviews

The bathroom features a freestanding white soaking tub with a wooden shelf holding toiletries and a glass of wine. A textured blue throw is draped over the side, and a light blue mat with the word 'PEACH' adds a touch of color.

Apartment in Brewster

Sophisticated, Private Cape Cod living

LOCATION: 3/4 mile off main road (unpaved road). Located on the town line of Brewster and Orleans with less than 5 minutes to Chatham or Harwich by car. Nauset and Skaket beaches are less than 3 miles away. Nickerson state park less than 1 mile away. Cape Cod National seashore is located within 7.2 miles of our property. Shopping on Main Street in Chatham is 15 minutes. Enjoy a nice, tranquil walk, listen to the birds or feast your eyes on the surrounding conservation land.

4.99 out of 5 average rating, 132 reviews

A cozy studio space showcases a grey sofa with decorative cushions, positioned beside a small table featuring a fan. The kitchenette is visible in the background, equipped with white cabinetry and essential appliances. Natural light filters through a window, illuminating the warm and welcoming interior.

Apartment in West Dennis

The Cape Cod Perch at West Dennis Beach Studio Apt

Take it easy at this unique and tranquil getaway just a short walk from three Nantucket Sound beaches. This 300-square-foot studio apartment on the second floor of our home. With a brand new Weber grill, picnic table, and fire pit, there is plenty of outside living. Trotting Park, South Village, and West Dennis Beaches are all walkable. Enjoy food from Sandbar, Swan River Seafood, Chapin's, Cleat & Anchor, & Bandera's Market in the summer. Call off season.

4.99 out of 5 average rating, 283 reviews

A brick patio is seen outside the private entrance of the apartment, featuring two blue lounge chairs and a small table with a potted plant. Lush greenery surrounds the patio, enhancing the tranquil outdoor space.

Apartment in Barnstable

Your dog will love it here and you will too.

If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

Apartment in East Orleans

A sandy path meanders through tall grass, leading toward a tranquil sunset in the background. The sun casts a warm glow over the horizon, suggesting the evening calm of the beach area. Soft greens and earthy tones create a peaceful natural setting.

4.95 out of 5 average rating, 320 reviews

Cozy Waterfront Apartment, Private Beach Access

Charming living space with nautical decor invites you to unwind off the grid for a few days. There is a window seat for reading, small high top for morning coffee, and all the accessories for a relaxing day at the beach. A five minute drive into town for local shopping and dining. Many scenic trails for walking and biking. Make us your base as you explore Cape Cod’s beautiful shores!

Apartment in South Orleans

A serene beach landscape stretches under a clear blue sky, with soft sandy shores meeting calm waters. A small sailboat rests on the sand, surrounded by lush green shrubs and trees in the distance, enhancing the natural beauty of the coastal environment.

4.93 out of 5 average rating, 141 reviews

Walk to private beach, spacious peaceful apartment

Fully separate, pristine 1-BR apartment a short walk from Little Pleasant Bay, in our secluded home on wooded lane. Looks out on a small pond. Private entrance and stairs lead to airy, light-filled, tastefully furnished rooms, with full kitchen and private laundry room. Near Orleans and Chatham.

Apartment in East Falmouth

A functional kitchen space is equipped with essential appliances, including a stove, microwave, and toaster. Wooden cabinetry houses various kitchenware. The layout features a countertop with a dish rack and a small step stool beneath. Soft lighting creates a welcoming atmosphere.

4.95 out of 5 average rating, 334 reviews

In-law apt. with all the amenities of Home.

Our back yard is 50acres of conservation land. Lots of hiking trails. And the ocean/beach one mile away. About three miles to Walmart and lots of restaurants nearby. A hop skip and a jump to Falmouth Hospital should you be in town to visit a sick friend or relative.

A comfortable living room is presented, featuring a floral-patterned sofa and a neutral-colored couch with red accent pillows. A round coffee table is centered on a light-colored rug. Natural light filters through the two windows, illuminating the space, while a lamp and a leafy plant add warmth.

4.92 out of 5 average rating, 225 reviews

Charming Downtown Chatham Apartment

This apartment, newly redone, sits in a historic building in the heart of the village. Steps away from restaurants, shopping, and a walk to the beach, you can enjoy all that Chatham offers by foot or bike. Weather into fall comfortable for activities

Popular amenities for Chatham apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

5 out of 5 average rating, 5 reviews

Apartment in Tisbury

Luxury Guest Suite w/ Private Patio • Near Town

A charming exterior showcases a single-story unit with cedar shingle siding and light blue shutters. The entryway features a glass-paneled door, framed by bright windows. Two white adirondack chairs sit on a sandy area, surrounded by trees and a wooden fence.

4.95 out of 5 average rating, 19 reviews

Chatham Studio- short walk to beach

A single-story structure features weathered grey shingles and multiple windows allowing natural light. A small deck is present, accompanied by colorful chairs and a picnic table. Surrounding greenery adds to the outdoor space, providing a relaxed and inviting environment.

4.82 out of 5 average rating, 11 reviews

Studio in South Chatham

A cozy living area showcases a comfortable sofa adorned with soft pillows. Natural light filters in through skylights and large windows, illuminating the space. A small coffee table is positioned on a light-colored rug, while a chair with side table adds to the inviting ambiance.

5 out of 5 average rating, 15 reviews

Bright sunny condo in Chatham!

Apartment in Harwich Port

A bright and airy living space features large windows offering views of the ocean. A blue sofa and woven chairs provide seating options, while a dining table with wooden chairs is set for meals. Natural light fills the room, highlighting the coastal decor.

4.74 out of 5 average rating, 134 reviews

True Beachfront 1BR -Step onto beach outside

The entrance features a white door with a window, flanked by two large windows. Lush greenery, including hostas and a stone statue, surrounds the doorway. The entrance is set against a textured stone wall, providing a natural appearance in the outdoor space.

5 out of 5 average rating, 14 reviews

Private Basement one bedroom in owner occupied

5 out of 5 average rating, 68 reviews

The Brewster Book Store features a charming two-story structure with a dark shingle exterior. Large windows display colorful ice cream cone designs, creating a welcoming atmosphere. A sign above the entrance indicates the store name, while planters with flowers add a touch of greenery in front.

Apartment in Brewster

The Book Nook

A well-equipped kitchen features a dark granite countertop with three grey bar stools secured underneath. Stainless steel appliances, including a refrigerator and oven, are visible in the background, along with a sink and minimal kitchenware. Natural light is provided by a nearby window.

4.99 out of 5 average rating, 78 reviews

Cape Cod Dennis Port/Two Bedroom Apartment

Private apartment rentals

Apartment in North Eastham

A spacious living area features polished wooden flooring, with a cozy seating arrangement including two wicker chairs and a glass-top coffee table. Light streams in from a nearby window, illuminating a full-size refrigerator, induction cooktop, and a stacked washer and dryer in the background.

4.98 out of 5 average rating, 54 reviews

Billy & Beth's Bayside Lodging Cape Cod

4.95 out of 5 average rating, 21 reviews

An aerial view captures a coastal area with buildings in varying architectural styles. The ocean glistens in the background, and expansive green spaces are visible nearby. Multiple vehicles are parked along the streets, and pathways lead to the waterfront, enhancing accessibility.

Apartment in Oak Bluffs

14A Kennebec THE center of OB! No car, No problem!

4.83 out of 5 average rating, 84 reviews

A two-story wooden structure is nestled among tall trees, allowing dappled sunlight to filter through the branches. The exterior features a light-colored shingle design, with a small balcony visible on the upper level. The surrounding area includes rustic fencing and shrubs, creating a secluded atmosphere.

Apartment in Eastham

Back to Nature Open for the 2026 Season!

Apartment in Harwich Port

The exterior of a cottage features a covered porch with a wooden picnic table and green chairs. The entry door is white, framed by two large windows with a combination of small and square panes. A patch of grass and gravel pathway are visible.

4.77 out of 5 average rating, 22 reviews

Cozy beachfront unit in Harwich - Unit 1

4.87 out of 5 average rating, 15 reviews

King Bed Suite (Pet Friendly) in a Great Location

4.96 out of 5 average rating, 54 reviews

The exterior of a two-story wooden structure set against a backdrop of lush greenery and the Black Fish Creek marsh. The landscape features expansive water views and coastal vegetation, showcasing the natural beauty of the surrounding area.

Apartment in Wellfleet

RELAX! A Little of Heaven in Wellfleet

4.91 out of 5 average rating, 22 reviews

A stone-paved patio is surrounded by lush greenery and mature trees, providing a shaded area. Multiple private entrances to adjacent units are visible, framed by light-colored wood siding. A wooden table with chairs is positioned on the stone surface, enhancing the outdoor seating arrangement.

Apartment in Orleans

Cape Escape Studio - Unit B

4.96 out of 5 average rating, 25 reviews

The airy bedroom features a queen bed with light bedding, complemented by two bedside lamps. Natural light enters through a window and glass door, illuminating the light-colored wood flooring. A small rug is situated near the door, adding warmth to the space.

Apartment in Hyannis

The Mills - newly renovated!

Apartment rentals with a hot tub

Apartment in Yarmouth Port

4.8 out of 5 average rating, 5 reviews

Ocean-view bed, bth, kit. Deck. Spa.

An aerial view captures the beachfront resort with a heated swimming pool centrally located. The neighboring beach and parking area are visible, along with well-maintained greenery surrounding the resort buildings. The calm ocean waters reflect the sky, emphasizing the resort's proximity to the beach.

Apartment in Falmouth

Beachfront Resort Studio Cape Cod

A living area features a comfortable sofa and an ottoman positioned on a textured blue carpet. A dining table for four occupies a corner, with large windows showcasing ocean views. A flat-screen television and a fireplace are visible in the entertainment area, enhancing the space.

Apartment in Yarmouth

Oceanfron-private beach/pool/balcony views

4.94 out of 5 average rating, 220 reviews

Apartment in Eastham

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

The exterior of a resort building is highlighted, featuring a combination of shingle siding and large windows. A decorative circular window adds architectural interest. A porch with seating overlooks a well-maintained pathway, while neighboring buildings can be seen in the background against a clear sky.

Cape Cod Studio on Lovely Ocean Front Resort

5 out of 5 average rating, 29 reviews

The exterior of a historic brick building is featured, showcasing classic architectural elements. Large columns frame the entrance, while a clock tower rises above the roof. Pedestrians can be seen nearby, indicating the bustling environment of downtown Plymouth.

Apartment in Plymouth

Unique Industrial Penthouse

The exterior of the resort features a charming façade with wooden shingles and large, bright windows. A welcoming entryway is flanked by white columns and rocking chairs. Lush landscaping with white stones enhances the inviting atmosphere of the entrance.