
Holiday rentals with outdoor seating in Chatham
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Chatham
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Walk to Ridgevale Beach
We have done extensive renovation and remodeling to the home with attention to detail. We believe we have created a warm and inviting atomosphere. The home is decorated in a coastal style with carefully chosen accents from the edison bulbs in the dining area to the custom barn/boathouse style door and repurposed hand hewn 18th century beam that anchors the staircase. The Kitchen is equipped with the same attention to detail for those who enjoy preparing their own meals. Summerfell is an entire home rental. Both hosts live nearby, Patty and Bill will be accessible via cell, text and email. The property is in a peaceful neighborhood with a good mix of seasonal homes and full time residences. The area has a number of quiet roads perfect for evening strolls. Of course, the beach is a short 5 minute walk away. The kitchen is equipped for the guest who enjoys cooking. From small appliances (Crockpot, waffle iron, blender, hand mixer etc) to small gadgets (citrus press, microplane, garlic press, potato ricer etc) A three burner weber gas grill is on the deck.

Directly on Pleasant Beach – 30 Steps to the Ocean
You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.

Cute cottage - walking distance to Ridgevale Beach
Retreat to this very quiet and peaceful residential shore neighbored on a dead end street. If LOCATION is what you're looking for, look no further! This year round cottage will serve as a comfortable and relaxing home away from home for your vacation, with walking rights to Ridgevale Beach about 300 yards from the front door. Provided in your home away from home vacation house are linens, towels, fully equipped kitchen, spacious out door shower, 2 roomy bedrooms, & 4 season porch to relax on.

Harwich Retreat on Cape Cod - Relax or explore!
Enjoy the tranquility of Cape Cod in all seasons. Short walk to the beach. Sleeps 8. Comfortable colonial with open living, dining & kitchen floor plan. 1st floor: full bath with large custom shower & laundry, 4th bedroom/study with picture window overlooking beautiful English-styled gardens. Dining room opens through french doors to a small deck & extensive outdoor living areas with pond, fire pit & outdoor shower. 2nd floor: 3 bedrooms (King, Queen & Twin), luxurious bath w/ deep soaker tub.

Pristine Beach Cottage in Heart of Harwichport!
Walk everywhere from this Charming 1 bedroom cottage with AC, next to an antique captain’s house. Private entrance with parking for 2 cars. One block walk to town, ice cream & restaurants. 3 block walk to Beaches. Perfect location for Harwich and Chatham wedding guests, Music in the Port, or just a beach escape. Updated and clean. Includes use of 2 beach chairs, towels, beach bag with extras, toiletries plus many bonus amenities. Coffee & Snacks included. Pack lightly! This place has it all!

Quintessential Waterfront Historic Cottage
Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

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.

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.

Romantic getaway suite
GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Ten 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.

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.

Beachfront Charmer! Newly Renovated.
Steps to a beautiful sandy beach and just a mile to the heart of Chatham! This charming, newly renovated beach house has the amenities you need to make the most of your time with friends & family. Just 300 ft from Little Beach & a 5 minute walk to Chatham Lighthouse and Lighthouse Beach, we've made our new home the perfect place to gather and relax. All BRs and Living room have AC. Grill on the back deck, stroll to town, rinse off in the outdoor shower...this house has it all!

Walk to beach! Chatham Luxury near downtown, CBI!
Chatham Searenity! BEACH ACCESS! Walk to beautiful beach overlooking monomoy! 2 minutes from Chatham Bars Inn, Chatham links golf & downtown! Luxury 2 bedroom, 2 bath condo with full kitchen & cookware. Quiet, comfy space centrally located. Peaceful, relaxing private space with large queen bed, daybed w/ pull out trundle, A/C, washer dryer, Wifi & ample parking. Hulu live tv, Netflix, Prime video, HBO max, Disney+. Central to everything! Perfect Cape escape. IG @chatham_searenity
Popular amenities for Chatham outdoor seating rentals
Holiday House Rentals with Outdoor Seating

The Wellfleet Beach House. Sleeps 6

Fabulous Waterfront with Spectacular Sunset Views!

Cape 2BR Cottage | Dog Friendly | Deck

Idyllic "Piece of Cape" Close to Beaches

Charming Chatham Home! Less than Mile To Beach !

Spacious cottage beach Wychmere < 4 min Central AC

Cheerful home- steps away from a beautiful pond.

Luxury Home- Chatham Center- Walk to Town + Beach
Apartment rentals with outdoor seating

Songbird Studio- Secluded but close to everything!

Spacious & bright, near beaches

Walk to private beach, spacious peaceful apartment

Sunny Studio Apartment on Martha's Vineyard

Rock on Wellfleet!

Cozy Waterfront Apartment, Private Beach Access

Cozy Large Private Pet Friendly Studio

Apartment suite|Firepit|Private Deck|Pond Access
Condo rentals with outdoor seating

Condo on Lighthouse Beach in Chatham

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

#6 Ocean Oasis Studio, 300 Yards to Glendon Beach

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

Door to shore in a hop, skip, and a jump!

A Spectacular. Walk to beach, town and harbor 20

The Sea Salt Studio - Steps to the Beach!

Short walk to the Beach and Downtown Hyannis!
When is the best time to visit Chatham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $490 AUD | $481 AUD | $423 AUD | $481 AUD | $545 AUD | $655 AUD | $830 AUD | $818 AUD | $566 AUD | $509 AUD | $516 AUD | $516 AUD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about holiday rentals with outdoor seating in Chatham

Total holiday rentals
Explore 320 holiday rentals in Chatham

Nightly prices starting at
Chatham holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 11,590 verified reviews to help you choose

Family-friendly holiday rentals
300 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
320 of Chatham holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chatham rentals

4.9 Average rating
Chatham stays are highly rated by guests—averaging 4.9 out of 5!
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Coast Guard Beach
- New Silver Beach
- Sandy Neck Beach
- Pinehills Golf Club
- Cahoon Hollow Beach
- Lighthouse Beach
- Nickerson State Park
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Sea Gull Beach
- Skaket Beach
- Race Point Beach
- Saquish Beach
- Scusset Beach State Reservation
- Nauset Beach
- Sandwich Glass Museum
- Falmouth Heights Beach
- Bass River Beach




