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The best vacation homes in Chatham

Check out our selection of great vacation homes in Chatham

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Lucky Number Seven, hotel in Chatham

Lucky Number Seven offers accommodations in Chatham, 1.1 miles from Harding Beach and 16 miles from Nauset Lighthouse. This vacation home features accommodations with a patio.

Great set up. Perfect setting. Very clean.
Scored 9.1
9.1
Rated wonderful
Wonderful
13 reviews
Full Renovation Amazing Spot with Views, hotel in Chatham

Just a 11-minute walk from Oyster Pond Beach and 0.6 miles from Cape Cod National Seashore, Full Renovation Amazing Spot with Views features accommodations in Chatham with a garden.

Scored 9.5
9.5
Rated exceptional
Exceptional
6 reviews
Sea House, hotel in Chatham

Sea House is located in Chatham, just 1.5 miles from Chatham Lighthouse Beach and 16 miles from Nauset Lighthouse.

Comfortable, decent water pressure and hot water in shower.
Scored 9.0
9.0
Rated wonderful
Wonderful
13 reviews
A Chatham Pearl on Oyster River, hotel in Chatham

A Chatham Pearl on Oyster River is located in Chatham, just 17 miles from Nauset Lighthouse and 23 miles from Wellfleet Bay Wildlife Sanctuary.

Location was great.
Scored 7.2
7.2
Rated good
Good
5 reviews
South Chatham Sunshine, hotel in Chatham

South Chatham Sunshine is located in South Chatham, just 1.5 miles from Ridgevale Beach and 1.6 miles from Cockle Cove Beach.

Great communication with the property manager / host. Very safe and quaint area, about a ten minute walk to nearby creek/pond (you can see the Nantucket sound from here). from Plenty of space for my family of 6. Linens, towels, soap/shampoo/conditioner, wifi, even laundry detergent was provided, which was much appreciated.
Scored 9.3
9.3
Rated wonderful
Wonderful
6 reviews
Jesmond Cottage, hotel in Chatham

Jesmond Cottage is located in Harwich, just 22 miles from Cape Cod National Seashore and 28 miles from Sandwich Glass Museum.

Scored 9.8
9.8
Rated exceptional
Exceptional
6 reviews
The Spray, hotel in Chatham

The Spray is located in Harwich Port, just 18 miles from Nauset Lighthouse and 24 miles from Wellfleet Bay Wildlife Sanctuary. The air-conditioned accommodation is 1.8 miles from Red River Beach.

Nice cozy little house tucked away off the main street. Love it being surrounded by moss and the comfy living area to relax in. Great for a short stop on a bike trip, several restaurants and a cafe a minute walk away.
Scored 8.0
8.0
Rated very good
Very Good
10 reviews
Bike to Nauset Beach or Walk to Mill Pond, hotel in Chatham

Bike to Nauset Beach or Walk to Mill Pond offers accommodations in Orleans, 1.8 miles from South Orleans Beach and 8.9 miles from Nauset Lighthouse.

This is a serene hideaway in a beautiful location a couple of miles from town—very quiet. The house is attractively furnished, very clean, beds are comfortable. Porch and patio very nice.
Scored 9.1
9.1
Rated wonderful
Wonderful
7 reviews
A C 3 Min Walk to Beach on Long Pond, hotel in Chatham

A C 3 Min Walk to Beach on Long Pond offers accommodations in Yarmouth, 1.8 miles from Bass River Beach and 20 miles from Sandwich Glass Museum.

Cute house,quiet area and very clean.
Scored 9.3
9.3
Rated wonderful
Wonderful
6 reviews
Studio steps to a private beach!! Ocean views from backyard!! 2 Paddle Boards!!, hotel in Chatham

Just a few steps from Sea Street Beach and a 17-minute walk from South Village Beach, Studio steps to a private beach!! Ocean views from backyard!! 2 Paddle Boards!!

Location and all available needs were met. Very cute & comfortable. Private & quiet. It was easy driving distance to downtown.
Scored 10
10
Rated exceptional
Exceptional
5 reviews
All vacation homes in Chatham
Looking for a vacation home?
Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Chatham this month

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Enjoy breakfast in Chatham!

  • Full Renovation Amazing Spot with Views
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 6 reviews

    Just a 11-minute walk from Oyster Pond Beach and 0.6 miles from Cape Cod National Seashore, Full Renovation Amazing Spot with Views features accommodations in Chatham with a garden.

    Appartement très joli et très propre. Bien équipé.

  • Sea House
    Breakfast options
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 13 reviews

    Sea House is located in Chatham, just 1.5 miles from Chatham Lighthouse Beach and 16 miles from Nauset Lighthouse.

    lovely little place. super comfortable and had everything we needed!

  • Lucky Number Seven
    Breakfast options
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 13 reviews

    Lucky Number Seven offers accommodations in Chatham, 1.1 miles from Harding Beach and 16 miles from Nauset Lighthouse. This vacation home features accommodations with a patio.

  • Sunny-Side Escape
    Breakfast options

    Sunny-Side Escape is located in Chatham, just 28 miles from Truro Historical Museum and 30 miles from Sandwich Glass Museum.

  • Crows Nest
    Breakfast options

    Crows Nest is located in Chatham, just 1.5 miles from Oyster Pond Beach and 17 miles from Nauset Lighthouse. This beachfront property offers access to free Wifi.

  • Walk to Beach Private Patio and Backyard

    Just a 5-minute walk from Forest Beach and 1.2 miles from Red River Beach, Walk to Beach Private Patio and Backyard features accommodations in Chatham with a garden.

  • 0 5 Mile Walk to Beach Dog Friendly

    0 5 Mile Walk to Beach Dog Friendly offers accommodations in Chatham, a 16-minute walk from Ridgevale Beach and 16 miles from Nauset Lighthouse.

  • 211 Stepping Stones Rd, Chatham

    211 Stepping Stones Rd, Chatham is located in Chatham, just 1.5 miles from Scatteree Beach and 14 miles from Nauset Lighthouse.

Save money on vacation homes in Chatham – budget options available!

  • 78 Bucks Creek Road Chatham - Saltaire

    78 Bucks Creek Road Chatham - Saltaire offers accommodations in Chatham, 17 miles from Nauset Lighthouse and 23 miles from Wellfleet Bay Wildlife Sanctuary.

  • 38 Monomoyic Way Chatham - Poppy's Place

    38 Monomoyic Way Chatham - Poppy's Place offers accommodations in Chatham, 20 miles from Cape Cod National Seashore and 27 miles from Truro Historical Museum.

  • New Four Bedroom Home Near Town and Beach

    New Four Bedroom Home Near Town and Beach is located in Chatham, just 1.4 miles from Oyster Pond Beach and 1.4 miles from Scatteree Beach.

  • 37 Clam Shell Drive Chatham - Slow M'Ocean

    37 Clam Shell Drive Chatham - Slow M'Ocean is located in Chatham, just 1.8 miles from Oyster Pond Beach and 17 miles from Nauset Lighthouse.

  • Dreamcatcher
    Budget options available
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 2 reviews

    Dreamcatcher offers accommodations in Chatham, 1.8 miles from Scatteree Beach and 14 miles from Nauset Lighthouse. The air-conditioned accommodation is 1.8 miles from Chatham Lighthouse Beach.

  • Stunning Marsh Views Near Pleasant Street Beach

    Just a 8-minute walk from Forest Beach and 1.2 miles from Red River Beach, Stunning Marsh Views Near Pleasant Street Beach features accommodations in Chatham with a garden.

  • Chatham Charmer
    Budget options available

    Chatham Charmer is located in Chatham, just 16 miles from Nauset Lighthouse and 22 miles from Wellfleet Bay Wildlife Sanctuary.

  • Walk to Downtown Chatham Steps to Beach

    Walk to Downtown Chatham Steps to Beach is located in Chatham, just 15 miles from Nauset Lighthouse and 22 miles from Wellfleet Bay Wildlife Sanctuary.

Great access to the city center! Check these vacation homes in Chatham

  • Centrally Located Home w Patio Fire Pit
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Centrally Located Home w Patio Fire Pit offers accommodations in Chatham, 1.3 miles from Chatham Lighthouse Beach and 1.4 miles from Cape Cod National Seashore.

  • Downtown Chatham Walk to All Amenities: 4 Bedroom+
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    A 6-minute walk from Oyster Pond Beach in Chatham, Downtown Chatham Walk to All Amenities: 4 Bedroom+ features accommodations with access to a fitness room.

  • 1 Mile from Downtown Chatham Walk to Pier
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 2 reviews

    1 Mile from Downtown Chatham Walk to Pier is located in Chatham, just 1.3 miles from Scatteree Beach and 1.5 miles from Cape Cod National Seashore.

  • Quintessential Cape directly on the Cape Cod Rail Dog Friendly
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    A 19-minute walk from Oyster Pond Beach in Chatham, Quintessential Cape directly on the Cape Cod Rail Dog Friendly offers accommodations with access to a fitness center.

  • Queen Anne
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Queen Anne offers accommodations in Chatham, 1.4 miles from Oyster Pond Beach and 14 miles from Nauset Lighthouse.

  • Pristine Multi-Family Home w Barn Game Room
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Pristine Multi-Family Home w Barn Game Room is located in Chatham, just 1.4 miles from Oyster Pond Beach and 1.8 miles from Ridgevale Beach.

  • Central AC Close to Beach Dog Friendly!
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 3 reviews

    Central AC Close to Beach Dog Friendly! is located in Chatham, just 1.7 miles from Ridgevale Beach and 16 miles from Nauset Lighthouse.

  • Stevie, the Cape Farmhouse
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Stevie, the Cape Farmhouse is located in Chatham, just 22 miles from Wellfleet Bay Wildlife Sanctuary and 23 miles from Cape Cod National Seashore.

  • 16612 - Stunning Home with Wraparound Deck Views of Bucks Creek and Nantucket Sound
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    16612 - Stunning Home with Wraparound Deck Views of Bucks Creek and Nantucket Sound is located in Chatham, just 16 miles from Nauset Lighthouse and 22 miles from Wellfleet Bay Wildlife Sanctuary.

  • Cozy Cape Time
    Central location
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    Cozy Cape Time offers accommodations in Chatham, 31 miles from Sandwich Glass Museum and 31 miles from Heritage Museums & Gardens.

  • Great Chatham Location Near Beach
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    Great Chatham Location Near Beach is located in Chatham, just 1.8 miles from Scatteree Beach and 14 miles from Nauset Lighthouse. The air-conditioned accommodation is 1.5 miles from Oyster Pond Beach.

  • Spacious w Large Outdoor Area Fire Pit
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    Spacious w Large Outdoor Area Fire Pit is located in Chatham, just 14 miles from Nauset Lighthouse and 20 miles from Wellfleet Bay Wildlife Sanctuary.

  • B By the Sea
    Central location
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 3 reviews

    B By the Sea offers accommodations in Chatham, 21 miles from Wellfleet Bay Wildlife Sanctuary and 22 miles from Cape Cod National Seashore.

  • Stepping Stone Cottage
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 2 reviews

    Stepping Stone Cottage offers accommodations in Chatham, 14 miles from Nauset Lighthouse and 21 miles from Wellfleet Bay Wildlife Sanctuary.

  • Walk to Oyster Pond and Main Street Chatham
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 1 review

    Just a 2-minute walk from Oyster Pond Beach and 1.1 miles from Chatham Lighthouse Beach, Walk to Oyster Pond and Main Street Chatham features accommodations in Chatham with a garden.

  • Lovely Home Near Bike Path Dog Welcome!
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 1 review

    Lovely Home Near Bike Path Dog Welcome! offers accommodations in Chatham, 14 miles from Nauset Lighthouse and 20 miles from Wellfleet Bay Wildlife Sanctuary.

  • Beautifully Renovated w Access to Beach
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 1 review

    Beautifully Renovated w Access to Beach offers accommodations in Chatham, 1.6 miles from Cape Cod National Seashore and 15 miles from Nauset Lighthouse.

  • Chatham Getaway with Sunroom Walk to Beach!
    Scored 7.5
    7.5
    Rated good
    Good
     · 2 reviews

    Chatham Getaway with Sunroom Walk to Beach! offers accommodations in Chatham, a 2-minute walk from Ridgevale Beach and 17 miles from Nauset Lighthouse.

  • A Chatham Pearl on Oyster River
    Scored 7.2
    7.2
    Rated good
    Good
     · 5 reviews

    A Chatham Pearl on Oyster River is located in Chatham, just 17 miles from Nauset Lighthouse and 23 miles from Wellfleet Bay Wildlife Sanctuary.

  • Walk to Main St and Oyster Pond in Chatham
    Scored 7.0
    7.0
    Rated good
    Good
     · 1 review

    Just a 2-minute walk from Oyster Pond Beach and 1.1 miles from Chatham Lighthouse Beach, Walk to Main St and Oyster Pond in Chatham features accommodations in Chatham with a garden.

  • Whale's Tales
    Central location
    Scored 6.0
    6.0
    Rated pleasant
    Pleasant
     · 1 review

    Whale's Tales is located in Chatham, just 21 miles from Cape Cod National Seashore and 27 miles from Truro Historical Museum.

  • 388 Main Street Chatham Cape Cod - - The Priscilla House

    388 Main Street Chatham Cape Cod - - The Priscilla House is located in Chatham, just a 13-minute walk from Oyster Pond Beach and 16 miles from Nauset Lighthouse.

  • 40 Tip Cart Drive Chatham Cape Cod - The Hideaway

    40 Tip Cart Drive Chatham Cape Cod - The Hideaway is located in Chatham, just 1.7 miles from Cape Cod National Seashore and 15 miles from Nauset Lighthouse.

  • Steps to Oyster Pond Private Dock!

    Steps to Oyster Pond Private Dock! offers accommodations in Chatham, 16 miles from Nauset Lighthouse and 22 miles from Wellfleet Bay Wildlife Sanctuary.

  • 14 Capri Lane Chatham Cape Cod - The Cape House

    14 Capri Lane Chatham Cape Cod - The Cape House offers accommodations in Chatham, 22 miles from Wellfleet Bay Wildlife Sanctuary and 23 miles from Cape Cod National Seashore.

  • 201 Main Street Chatham Cape Cod - - Sandpiper

    201 Main Street Chatham Cape Cod - - Sandpiper offers accommodations in Chatham, one mile from Oyster Pond Beach and 16 miles from Nauset Lighthouse.

  • 14 Hallet Lane Chatham Cape Cod - - Sand Simeon

    14 Hallet Lane Chatham Cape Cod - - Sand Simeon is located in Chatham, just 16 miles from Nauset Lighthouse and 22 miles from Wellfleet Bay Wildlife Sanctuary.

  • On the Chatham Loop - 1 Min to the Beach

    On the Chatham Loop - 1 Min to the Beach offers accommodations in Chatham, 16 miles from Nauset Lighthouse and 22 miles from Wellfleet Bay Wildlife Sanctuary.

FAQ about vacation homes in Chatham

Vacation Homes That Guests Love in Chatham

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  • Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 51 reviews
    The room was very clean and the new walk-in shower was great. We appreciated getting an early check-in and a late check-out. The pool area and grounds are much improved -since our last visit - with more lounge chairs, umbrellas, attractive landscaping. (Though now there is one pool at the motel, not two). We love the location as we could walk to dining and shopping quite easily and it's also a quick drive to the beach. We also liked that there was an ice machine available.
    Marie Triller
    Family with young children
  • Scored 10
    10
    Rated exceptional
    Exceptional
     · 2 reviews
    Very comfy, very charming, very clean, well-equipped and well-localized place. We spent a great time there.
    julien
    Solo traveler
  • Scored 10
    10
    Rated exceptional
    Exceptional
     · 3 reviews
    Superb holiday home . Lovely quiet location yet easy access to shops,restaurants and beaches.great base to explore Cape Cod. Home was clean,well equipped and plenty of space for our family of 4. Would highly recommend.
    Lucy
    Solo traveler
  • Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 51 reviews
    Very clean place and great area. I would go back
    D
    Dereco
    Young couple
  • Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 93 reviews
    Lovely inn. Very clean and comfortable. Staff friendly and helpful. Good location. Breakfast was nice and access to tea/coffee and lovely cakes/snacks was much appreciated.
    Suzanne
    Family with young children