Guest Houses in Chatham

Enjoy your stay and find the best Guest Houses in Chatham at affordable prices

Searching for a guesthouse in Chatham (Massachusetts)? Easily browse and compare a diverse range of guest houses in Chatham to unearth the perfect cozy retreat for your getaway, starting from $85 per night.

Guest-houses in Chatham and region (30 miles)

Surfside Inn Chatham

Inn in Chatham, Massachusetts , 25 Holway Street

Offering a daily continental breakfast, Surfside Motor Inn is located in Chatham.

Parking
Family rooms

Very good 87 Reviews 8.1

from $318.33 Show details »

The Chatham Motel

Motel in Chatham, Massachusetts , 1487 Main Street

Located 1 mile from downtown Chatham, this motel is less than a five minute drive from Harding’s Beach.

Parking
Outdoor pool
Kids' outdoor play equipment
Swimming pool
Swimming Pool

Fabulous 110 Reviews 9.0

from $220.15 Show details »

Allen Harbor Rentals

Inn in Harwich Port near Chatham, Massachusetts , 326 Lower County Road

Allen Harbor Rentals is located in Harwich Port, within walking distance to local beaches.

Parking
Outdoor pool
Swimming pool
Swimming Pool

Superb 121 Reviews 9.2

from $287.00 Show details »

Skaket Beach Motel

Motel in Orleans near Chatham, Massachusetts , 203 Cranberry Highway

This Orleans, Massachusetts motel is located one mile from Cape Cod and 2 miles from Skaket Beach.

Parking
Allergy-free room
Outdoor pool
Swimming pool
Swimming Pool

Very good 135 Reviews 8.6

from $230.00 Show details »

The Parsonage

B&B in East Orleans near Chatham, Massachusetts , 202 Main Street

This property has an individually decorated guest rooms with an en suite bathroom.

Parking

Exceptional 10 Reviews 9.8

from $273.90 Show details »

Olde Tavern Motel and Inn - Cape Cod

Motel in Orleans near Chatham, Massachusetts , 151 Route 6A

Located in Cape Cod, this Orleans motel is 15 minutes’ walk to the Orleans Cove and is 10 minutes’ drive to the south side of the Cape Code Nation...

Parking
Outdoor pool
Swimming pool
Swimming Pool

Fabulous 455 Reviews 8.8

from $290.94 Show details »

Cape Cod Wishing Well

Motel in Harwich Port near Chatham, Massachusetts , 212 Route 28

Cape Cod Wishing Well is located in Harwich Port, Massachusetts.

Parking
Family rooms
Shower
Bath
TV

Very good 265 Reviews 8.3

from $85.00 Show details »

The Cove Motel

Motel in Orleans near Chatham, Massachusetts , 13 South Orleans Road

Located in Orleans, this waterfront motel offers free Wi-Fi and rooms equipped with a microwave and refrigerator.

Parking
Outdoor pool
Swimming pool
Swimming Pool

Fabulous 147 Reviews 8.9

from $222.33 Show details »

A Beach Breeze Inn

Motel in West Harwich near Chatham, Massachusetts , 169 Rte. 28

Within walking distance of shops and restaurants, A Beach Breeze Inn is located in West Harwich, 4.4 km from Harwich Port which features a ferry to Na...

Parking
Family rooms
Outdoor pool
Swimming pool
Swimming Pool

Superb 163 Reviews 9.1

from $224.00 Show details »

The Tern Inn Bed & Breakfast and Cottage...

B&B in West Harwich near Chatham, Massachusetts , 91 Chase St.

Located on Cape Cod, Harwich’s The Tern Inn Bed & Breakfast and Cottages is located 850 metres from the beach and is 6.4 km from Dennis Beaches.

Parking
Outdoor pool
Electric vehicle charging station
Swimming pool
Swimming Pool

Exceptional 112 Reviews 9.5

from $320.85 Show details »

Rodeway Inn Orleans - Cape Cod

Motel in Orleans near Chatham, Massachusetts , 48 Cranberry Highway

Situated in Lower Cape Cod, this hotel is less than a 10-minute drive to Nauset and Skaket beaches.

Parking
Family rooms
Allergy-free room
Outdoor pool
Swimming pool

Good 321 Reviews 7.7

from $215.00 Show details »

The Platinum Pebble Boutique Inn - Adult...

B&B in Harwich Port near Chatham, Massachusetts , 186 Belmont Road

Situated in Harwich Port, The Platinum Pebble Boutique Inn - Adults Only Property offers accommodation with a balcony or a patio, free WiFi and flat-s...

Parking
Breakfast in the room
Allergy-free room
Outdoor pool
Swimming pool

Exceptional 23 Reviews 9.6

from $559.55 Show details »

Captain Freeman Inn

Inn in Brewster near Chatham, Massachusetts , 15 Breakwater Road

Captain Freeman Inn is a boutique inn set in Brewster.

Parking
Outdoor pool
Swimming pool
Swimming Pool
Air conditioning

Exceptional 4 Reviews 10.0

from $275.00 Show details »

The Whalewalk Inn & Spa

B&B in Eastham near Chatham, Massachusetts , 220 Bridge Road

Featuring free WiFi and a hot tub, The Whalewalk Inn & Spa offers accommodation in Eastham.

Parking
Sauna
Fitness centre
Family rooms
Spa and wellness centre

Exceptional 158 Reviews 9.7

from $385.00 Show details »

An English Garden

Inn in Dennis Port near Chatham, Massachusetts , 32 Inman Road

Relax with luscious garden and ocean views at this quaint bed and breakfast, located one block from the beach.

Parking
Family rooms

Fabulous 177 Reviews 8.8

from $334.35 Show details »

Seashell Motel

Motel in Dennis near Chatham, Massachusetts , 45 Chase Avenue

Set in Dennis, within a few steps of Sea Street Beach and 32 km of Nauset Lighthouse, Seashell Motel offers accommodation with a private beach area an...

Parking
Pets allowed

Good 41 Reviews 7.7

from $445.52 Show details »

The Corsair & Cross Rip Oceanfront

Motel in Dennis Port near Chatham, Massachusetts , 41 Chase Avenue

Situated on the shores of Nantucket Sound and the Atlantic Ocean, The Corsair and Cross Rip Oceanfront offers a buffet breakfast and rooms that featur...

Parking
Bar
Family rooms
Indoor pool
Outdoor pool

Very good 57 Reviews 8.3

from $385.00 Show details »

Eagle Wing Inn - Cape Cod

Inn in Eastham near Chatham, Massachusetts , 960 State Highway

This Eastham inn offers free Wi-Fi and rooms equipped with a refrigerator.

Parking
Allergy-free room
Outdoor pool
Swimming pool
Swimming Pool

Superb 225 Reviews 9.3

from $348.74 Show details »

The Cutty Sark

Motel in Dennis Port near Chatham, Massachusetts , 396 Old Wharf Road

This Dennis Port property is 2 minutes’ walk to the beach and features an outdoor pool and free Wi-Fi access in public areas.

Parking
Outdoor pool
Swimming pool
Swimming Pool

Very good 51 Reviews 8.5

from $279.00 Show details »

The Seagrove Suites & Guest Rooms

Inn in Eastham near Chatham, Massachusetts , 25 Seaview Road

Boasting scenic gardens and an outdoor swimming pool, The Seagrove Suites & Guest Rooms is located in Eastham.

Parking
Pets allowed
Family rooms
Outdoor pool
Swimming pool

Superb 72 Reviews 9.2

from $378.33 Show details »

Jonathan Edwards Motel

Motel in Dennis Port near Chatham, Massachusetts , 393 Main Street

Cape Cod Scenic Tours is 1 mile from this Dennis Port, Massachusetts motel.

Parking
Family rooms
Outdoor pool
Swimming pool
Swimming Pool

Pleasant 12 Reviews 6.5

from $199.00 Show details »

Holiday Hill Inn & Suites

Motel in Dennis Port near Chatham, Massachusetts , 352 Main Street

This Cape Cod motel is located just 5 minutes’ drive to the beach and boasts an on-site 18-hole mini-golf course and an outdoor pool.

Parking
Family rooms
Outdoor pool
Swimming pool
Swimming Pool

Good 431 Reviews 7.9

from $150.00 Show details »

Brewster by the Sea Inn

B&B in Brewster near Chatham, Massachusetts , 716 Main Street

Located in Brewster, 1.6 km from Paines Creek Beach and 1.7 km from Mants Landing Beach, Brewster by the Sea Inn provides accommodation with free WiFi...

Parking
Outdoor pool
Swimming pool
Swimming Pool
Tea/Coffee maker

Exceptional 32 Reviews 9.8

from $315.00 Show details »

The Garlands Motel

Motel in Dennis Port near Chatham, Massachusetts , 117 Old Wharf Rd.

Located on the beach, this Dennis Port motel offers free Wi-Fi and apartments that feature a living area and full kitchen.

Parking
Family rooms

Very good 520 Reviews 8.3

from $350.00 Show details »

Inn at the Oaks

B&B in Eastham near Chatham, Massachusetts , 3085 State Highway

Located on Cape Cod, this Eastham bed and breakfast is located near the Cape Cod National Seashore.

Parking
Pets allowed
Family rooms

Fabulous 34 Reviews 8.8

from $420.00 Show details »

Number of Guest Houses in Chatham	61
Number of guest ratings	944
Average price per night	$237.29
Lowest price per night	$85.00
Highest price per night	$559.55

Most popular Guest-houses in Chatham

The most popular Guest-houses in Chatham based on average guest rating (Top 10).

Cheapest Guest-houses in Chatham

The cheapest Guest-houses in Chatham based on room rate per night (Top 10).

Most booked Guest-houses in Chatham

The most booked Guest-houses in Chatham based on popularity with guests (Top 10).

Guest-houses in Chatham (Massachusetts), small and cozy

Guest-houses are small, cozy accommodations that offer a more personal and authentic experience than larger hotels. Often family-owned and operated, guest-houses provide a home-away-from-home atmosphere for travelers seeking a warm and welcoming environment. Typically located in residential areas or rural settings, guest-houses offer a peaceful and relaxing escape from the hustle and bustle of the city. With a focus on personalized service and attention to detail, guests can expect comfortable rooms, authentic food, and insider tips on local attractions and activities. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, guest-houses in Chatham offer a unique and memorable way to experience a new destination.

Find the best guest-house in Chatham for your needs

When looking for the best guest-house for your next stay in Chatham, there are a few key factors to consider. First and foremost, location is important - choose a guest-house that is conveniently located to the attractions and activities that you want to experience. Next, read reviews from previous guests to get a sense of the guest-house's quality, cleanliness, and hospitality. Look for guest-houses that have consistently positive reviews and a high rating. Additionally, consider the amenities offered, such as free Wi-Fi, breakfast, and on-site parking. Finally, don't forget to consider the price - guest-houses can vary widely in price, so be sure to choose one that fits within your budget. With these factors in mind, you can find the best guest-house in Chatham for your next vacation and enjoy a memorable and comfortable stay.

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