Holiday rentals with breakfast in Chatham

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Top-rated Holiday Accommodation with Breakfast in Chatham

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Guest favourite

Guesthouse in Nantucket

4.9 out of 5 average rating, 71 reviews

Sweet Dreams Romantic Guest Cottage.....'Sconset

This Cottage is Limited for a Couple !!! Non Smoking-No pets-No Children Check In 3 pm (but you can always leave your luggage earlier) Check Out 10:30 (Luggage may be left to retrieve later) Sweet Dreams is a lovely two-story free-standing building next to my home, outside table & Gas Grill, A chair for relaxing or reading. Beach chairs and towels also supplied. The center village & beach 4-minute walk Most likely you can hear the crash of ocean waves nightly Central heat/air Flat Screen TV

5 – 12 Nov

$5,941 AUD total

Guest favourite

Cottage in Eastham

4.95 out of 5 average rating, 206 reviews

The Breeze Overlooking Minister's Pond

Welcome to an absolutely spotless, pristine, romantic cottage directly on a freshwater pond. Centrally located in beautiful Eastham, the Breeze is within walking distance to the Salt Pond Museum and Visitor Center and hiking trails. Take one of the electric bikes provided and hop on the bike path (the CCRT) which is just down the street. Kayak or canoe on the pond. Featured on WNAV "Romantic Winter Getaways". Award winning recommendations guide provided with each stay. *Sat-Sat in July & Au

8 – 15 Oct

$3,462 AUD total

Guest favourite

Home in Chatham

4.92 out of 5 average rating, 60 reviews

Renovated house - Chatham Air conditioning

Completely renovated N. Chatham house with large yard, open kitchen/living area, 3 bedrooms w/ 4 queen beds, 2 full and 2 half baths + outdoor shower and a walk-out finished basement with 2 queen pull-out couches. Short walk to coffee, bakery and liquor store. Hwd floors, AC. 3 large flat screen TVs w/ cable, printer and wifi. Close to beaches, parks, Chatham A's baseball and downtown Chatham. Great house for families. July-Sept Peak Season longer stays required Off-Season min 3 nights

5 – 12 Dec

$8,799 AUD total

Superhost

Home in Brewster

4.88 out of 5 average rating, 59 reviews

Brewster Hideaway

Sunny, modern, open concept home with sunken living room and kitchen. Location affords privacy and natural, mature landscaping abutting conservation wetland. Chef's kitchen includes butcher block counters, 48 inch induction and gas range with double oven. Bike path access 1/4 mile down the road. Breakwater Beach on the bay side is a short 1.5 miles, Fisherman's Landing for freshwater swimming at Sheep Pond is 1.1 miles. Central location provides access to many restaurant and shopping options.

22 – 29 May

$4,639 AUD total

Guest favourite

Guest suite in Brewster

4.98 out of 5 average rating, 328 reviews

Sheep Pond Get-Away

The AirbNB Space is Private w/ its own separate entrance & exit. Our home is set in the 'Sheep Pond' area. We are walking distance to Sheep Pond to kayak & swim. We have kayaks, paddleboards, beachchairs, & towels for your use. A backyard w/ your own picnic table, seating area, grill & hammock. An outdoor shower ! Minutes away from bay & oceanside beaches, biking, hiking & Nickerson State Park. 40 mins from Provincetown; & surrounded by quaint Route 6a, restaurants & shopping !

19 – 26 Apr

$1,363 AUD total

Guest favourite

Room in Chatham

4.94 out of 5 average rating, 167 reviews

Nantucket House of Chatham - Chatham Room

This is a wonderful spacious charming first floor room with a king bed, non-working fireplace, ceiling medallion and private bath steps away. You may wake early from the delicious aroma of something baking for your breakfast. Breakfast served in the dining room or on the deck. Before or after breakfast, a walk (½ mile) to Forest Beach may be in order or simply relax in the hammock with a good book. Either way you’ll kick back and enjoy your stay. Come on -- get some sand in your shoes!!

2 – 7 June

$1,673 AUD total

Guest favourite

Home in Yarmouth

5.0 out of 5 average rating, 14 reviews

Close to Beaches>Chef's Kitchen>King Bed>Fire Pit

"Beautiful Beach House (.6 mile) to Southside Yarmouth beaches. Spacious newly updated 3 bedroom, 1 bath home w/ central A/C, well stocked modern kitchen, washer/dryer, 3 HDTVs and High Speed Internet. Large fenced in backyard with Gas Grill, wonderful outdoor seating and dining areas. Note: We do provide consumables such as (paper products, laundry detergent and coffee). June,July and August rentals are Sat-Sat only. Beach essentials (chairs, umbrella, cart and towels are provided)

16 – 23 Nov

$3,006 AUD total

Guest favourite

Guest suite in Dennis

5.0 out of 5 average rating, 42 reviews

A little bit of "heaven" in Dennis

Quiet and relaxing oasis -Enjoy your stay in this bright newly remodeled studio with updated WiFi extender and plenty of natural lighting. This inviting space is centrally located in a lovely neighborhood with free parking. Enjoy the private backyard patio, outdoor shower and nearby walking path, as well as easy access to shopping and restaurants just minutes away. Best of all, relax at some of the most beautiful north side beaches that the Cape has to offer less than 5 miles away!

14 – 21 Jan

$2,449 AUD total

Guest favourite

Cottage in Yarmouth

4.97 out of 5 average rating, 62 reviews

Cottage near the Beach on Mid-Cape

You value your privacy and comfort. Along with its charm, this cottage includes modern comforts and basic essentials, such as central AC, a yard, two bedrooms (Room1 has a king size bed. Room 2 has 2 single beds), a full kitchen, living/dining room and one full bathroom. It is suitable for a maximum of 4 people. You will also enjoy the amenities of The Escape Inn, which includes a swimming pool, free breakfast, concierge service, daily cleaning service and a beautiful lobby.

12 – 19 Oct

$3,156 AUD total

Guest favourite

Cottage in Wellfleet

5.0 out of 5 average rating, 21 reviews

Wellfleet Cottage By The Sea

Small, rustic cottage on the beach for one or two couples. Back door opens onto a long driveway to a sand road, front door opens onto a stairs to the beach. It's like a movie or book come to life. If you love The Notebook or The Outermost House you'll likely fall in love with the place. Renters return season after season, so usually we don't have to advertise it, but COVID upset this rhythm along with everything else.

28 Oct – 4 Nov

$5,667 AUD total

Superhost

Cabin in Plymouth

4.83 out of 5 average rating, 947 reviews

Traditional Log House Near Cape Cod/Boston

PLEASE READ THE LISTING DESCRIPTION CAREFULLY BEFORE RESERVING!! Only minutes from historic Plymouth, beaches and the Cape. On an acre of private, wooded property. Located across the street from lovely cranberry bogs and walking trails. Close to Boston and Providence. A must see! Seasonal rates apply. Please be sure to read the entire listing description before booking.

2 – 9 Feb

$1,584 AUD total

Guest favourite

Cottage in Eastham

4.84 out of 5 average rating, 63 reviews

The Beach House - WALK to BEACH!

This is such a special place! Privacy like this is hard to find anywhere. Come and enjoy the peace and quiet this property offers on a dead-end road. Walk to First Encounter Beach! Voted one of the BEST bayside beaches annually!! Ride your bike to Orleans or Wellfleet on the bike trail. Or, just enjoy the lovely patio and outdoor fireplace.

18 – 25 May

$3,870 AUD total