Holiday rentals with outdoor seating in Chatham

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Top-rated rentals with outdoor seating in Chatham

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Home in Chatham

4.96 out of 5 average rating, 105 reviews

Amazing Family Friendly in-town - Chatham 5bedroom

Located on a quiet street steps from Main Street in the heart of downtown Chatham, this property has more charm than you can imagine! A brand-new luxury kitchen, new baths, and central Air Conditioning! The side yard is quiet and offers a calming place to unwind. The house is an easy walk to the beaches, shopping, and restaurants. Movie theater and ice cream place is just a couple steps away. It doesn't get any closer and easier. Leave the car at the house and walk everywhere! Large dining table for 10 and all the linens provided too. Perfect place for your family vacation! You have 2 King beds, 6 Twins and a Futon. House has parking for three cars but no car is necessary you walk to everything. Four bedrooms are upstairs along with a nice reading nook that looks out above the front door. Downstairs is two generous size living rooms, both with flat screen TV's. Nice kitchen with Island and bar as well as a dining table for ten that sits in a lovely sun porch. Walk directly onto your own yard and enjoy a barbecue after walking home from the beach.. The house is all yours. I spend lots of time in Chatham during July, but may not be on the Cape much during August. Either way I'm always a phone call away. Main Street offers easy proximity to beaches and award-winning restaurants and shopping. The location, a few steps away from downtown Chatham, is unbeatable. It's a quiet and peaceful street, yet close to the downtown hustle and bustle. The side yard is peaceful and quiet. You'll love all the space this five bedroom home has to offer. The house has two designated parking spaces in the driveway. If you have compact cars, you might be able to squeeze one more in too. A third parking space is just alongside the fence, but keep it close to the curb so that the neighbors have enough space to pull out of their driveway. One of the things we really enjoy about our home is our setting within a neighborhood, where the neighbors are nearby. Please be considerate of your noise outside. At night, we make sure that things are quiet outside by 10:00 pm, and ask that you do the same. Also, please turn off all exterior house lights at the end of the night.

19–26 Apr

₹93,724 per night

Guest favourite

Apartment in Dennis

4.99 out of 5 average rating, 172 reviews

Studio, 300 yards to Glendon Beach; Seahorse#2

Newly renovated, 250 sq ft studio at Near Beach Rentals. 300 yards to Glendon Beach means you can head to the beach in the morning and you're close enough to walk back for lunch. Fully furnished studio includes a queen bed and a fold down couch, kitchen with stove, fridge, coffee maker and microwave, air conditioning, 40" smart TV, newly renovated bathroom, Wifi, and access to the shared courtyard with grills and furniture. **(6) total units makes NBR a great place for larger gatherings!!!

12–19 Oct

₹10,716 per night

Guest favourite

Guest suite in Chatham

4.99 out of 5 average rating, 203 reviews

Waterfront Suite on Emery Pond

Comfortably furnished studio suite w/private parking & entrance offers a garden setting w/picnic table, private access to the fresh water pond, outdoor shower. The friendly, cottage-style decor is inviting w/queen-size bed, couch, ample closets, private bathroom w/shower, small dining area w/microwave & fridge (no stove, no bbq); writing table, WiFi, Roku & DVD player. Enjoy the water view! Minutes by car to Chatham. Fresh linens, bath & beach towels, shampoo/conditioner, coffee/tea. STR-46

9–16 Sep

₹21,805 per night

Guest favourite

Home in Chatham

4.95 out of 5 average rating, 241 reviews

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

4–11 Dec

₹36,398 per night

Guest favourite

Guest suite in Harwich

4.99 out of 5 average rating, 545 reviews

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Nine year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

11–18 Apr

₹14,552 per night

Guest favourite

Guest suite in Chatham

4.99 out of 5 average rating, 106 reviews

Spacious Moonhouse Studio - Chatham

Spacious studio apartment located above attached garage, with separate entrance and a relaxing private outdoor space. Perfect retreat for 1-2 people. Property is quietly situated off of a private road. Located one half mile from Ridgevale Beach along Nantucket Sound, also including nearby bike trail access. Short drive to Schoolhouse Pond, three miles from downtown Chatham. Three miles from popular Chatham Bars Inn and the Wychmere Beach Club Generally, a three night minimum.

18–25 Dec

₹21,705 per night

Guest favourite

Flat in Chatham

4.97 out of 5 average rating, 235 reviews

The Knoll

A quiet home nestled next to conservation land. You will be greeted by a big friendly white dog, hear the gentle water fall of a small pond. 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.

6–13 Oct

₹17,212 per night

Guest favourite

Home in Chatham

4.96 out of 5 average rating, 101 reviews

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

26 Dec – 2 Jan

₹26,332 per night

Guest favourite

Cottage in Chatham

4.94 out of 5 average rating, 144 reviews

Cape Cod Classic Cottage Near Forest Beach

See Cape Cod at its most traditional in this cozy, fully renovated cottage. Get a good night's sleep in the cozy bedrooms with central a/c and blackout shades. Prepare for the day in the clean and bright interior. Pack up your beach chairs and cooler and take a short walk down to Forest Beach. Grab your bike and hop on the Cape Cod Rail trail nearby or take a short drive into charming downtown Chatham. After a day in the sun, unwind in the hammock or enjoy a BBQ on the deck.

9–16 May

₹25,124 per night

Guest favourite

Guest suite in Brewster

4.95 out of 5 average rating, 151 reviews

Cozy and Secluded Apartment/Seasonal garden view

Walk across your private patio through sliding glass doors to your private garden retreat in this spacious studio. A large bathroom is just off the kitchen. This brand new apartment is designed for your perfect vacation or retreat from city life. If you are working from home - try working from Cape Cod! A desk awaits you - leave your computer set up and ready! Not the best apartment for disabilities - the entrance is in the back and there is a step up into the shower.

1–8 Apr

₹7,696 per night

Guest favourite

Guest suite in Harwich

4.94 out of 5 average rating, 227 reviews

Cape Hideaway

Private suite on the first floor guests have exclusive use of the entire place. The second floor is my residence. The suite has a bedroom with queen temperpedic mattress, living room with queen sleep sofa, small kitchenette and bath. The kitchen is equipped with a small refrigerator, microwave, coffee maker, kettle, single burner cooktop and crockpot. Guests have access to the upper deck (shared space) which has a patio set and gas grill.

23–30 Dec

₹9,233 per night

Guest favourite

Guest suite in Orleans

4.92 out of 5 average rating, 143 reviews

Charming Old Cape Cod

Relax and enjoy spending time at Snowtop on the Town Cove, many activities including sailing, paddle boarding, water skiing and spectacular sunsets! A short walk to swim, sit on the sand or take a beach walk. The offered space has a private entrance with bath, bedroom with a king size bed, a sunny living room with dining table over looking the water where you could choose to dine in, have coffee in the morning or play a game.

3–10 Oct

₹11,072 per night