Title: Ashland Guest Houses from CA $203 | Expedia.ca [Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d6047662.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d6047662.Travel-Guide-VacationRentals)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d6047662.Car-Rental-Guide)[Ashland Vacation Packages](https://expedia.ca/Ashland.d6047662.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/6be5880f267c4f4405cd894cd3cdbfce.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Swetha Srinivasan # Search Guest Houses in Ashland from CA $203 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6047662&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6047662&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6047662&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6047662&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Ashland Guest Houses ![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/31868feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/4aea60d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/e425e9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/074e6f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oasis Guest House Fenway–Kenmore 9.6/10 Exceptional (1347) "Would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $176 CA $203 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Boston-Hotels-Oasis-Guest-House.h1145259.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/0af3b824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Studio, 1 King Bed with Sofa bed, Kitchen](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/67115820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/5ebb4acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 Queen Bed with Sofa bed, Kitchen](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/e742e199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copley House Back Bay 9.0/10 Wonderful (1878) "It was a great place to stay,,,we have stayed there 4 times in the past 2 months..." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $247 CA $284 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-Copley-House.h1482493.Hotel-Information) ![1 bedroom, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/17519ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, Private Bathroom](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/44118475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/5234a55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/7eef0e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarendon Square South End 9.2/10 Wonderful (247) "In a word: charming" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $435 CA $525 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-Clarendon-Square-Bed-Breakfast.h1145270.Hotel-Information) ![Room](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/4b98a457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/c04ca267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/51517f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/80cba54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beacon Inn 1750 Cleveland Circle 7.4/10 Good (748) "A little older but great location and very nice staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Marc CA $182 CA $203 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-Beacon-Inn-1750.h892946.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/48469faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/16d44f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/c8acdf30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/2e412f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coolidge Corner Guest House Coolidge Corner South Side 8.2/10 Very good (624) "Very pleasant, comfortable stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie CA $224 CA $250 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Boston-Hotels-Coolidge-Corner-Guest-House.h5227514.Hotel-Information) ![King Room @ 1087 Beacon St. ](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/ac883cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/c580a535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room with Two Double Beds @ 1087 Beacon St. ](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/585503aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/c00ee678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beacon Inn 1087 Longwood 7.8/10 Good (769) "Great location. Not worth the price though." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $195 CA $218 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-Beacon-Inn-1087.h889743.Hotel-Information) ![Standard Double Room, 1 Double Bed, Shared Bathroom | Private kitchen](https://images.trvl-media.com/lodging/22000000/21420000/21410900/21410883/be00b22a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 1 Double Bed, Shared Bathroom](https://images.trvl-media.com/lodging/22000000/21420000/21410900/21410883/713d9857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/22000000/21420000/21410900/21410883/d46e29c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21420000/21410900/21410883/f80ad6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil House in Cambridge Strawberry Hill 8.8/10 Excellent (157) "Is very quiet and very clean " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) ALEJANDRO CA $179 CA $205 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Kitty-House-Near-Harvard-Square.h21410883.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/d574c037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/60b0244b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Jetted tub](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/940ad6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, Tempur-Pedic beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/ce84b5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn on the Horse Farm Sudbury 8.0/10 Very good (261) "Great area, historic. Near restaurants. Able to wander the property. Nice to relax before our journey home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $224 CA $251 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Boston-Hotels-The-Inn-On-The-Horse-Farm.h1170159.Hotel-Information) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/a60c0158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, soap, toilet paper](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/4c7c5b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Single Room](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/d2e2944d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/35aa1738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 184 Heath St Jamaica Plain 3.2/10 (33) "It was nice. The room has wi-fi and a kitchen near the living room. There's a pool table. The owner is very nice and respectable. The other guests are quiet and it felt pretty safe. The price was really good. Thank you." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shakari CA $119 CA $222 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Boston-Hotels-184-Heath-St.h114173750.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/d763a41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/59ef104a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room | Bathroom](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/073f41c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room | Private kitchen](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/f937a2cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ESJACPE GUEST HOUSE Jamaica Plain 2.8/10 (26) "No Toilet paper or towels or soap. Just an old house in Boston that rents rooms. THATS IT. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $189 CA $345 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Boston-Hotels-ESJACPE-GUEST-HOUSE.h108435179.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11®ionId=6047662&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAshland-Guest-Houses.d6047662-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAshland-Guest-Houses.d6047662-aaGuestHouses.Travel-Guide-Accommodation) ## Top Ashland Hotel Reviews ![Sheraton Boston, a Marriott Hotel](//images.trvl-media.com/lodging/1000000/30000/22100/22046/dfa592c9_y.jpg) ### Sheraton Boston, a Marriott Hotel 10/10 Excellent "Everything was great " [](https://expedia.ca/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information) ![Copley Square Hotel, a FOUND Hotel](//images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb_y.jpg) ### Copley Square Hotel, a FOUND Hotel 10/10 Excellent "Fantastic, walkable location! Easy access to Newberry Street, Beacon Hill, the riverfront, Back Bay, and Commonwealth Avenue. We even arrived on a redeye and the room was available early so we could go take a nap, which was a lifesaver!" [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Hotel Commonwealth](//images.trvl-media.com/lodging/1000000/900000/895000/894999/6b079723_y.jpg) ### Hotel Commonwealth 10/10 Excellent "awesome comfy" [](https://expedia.ca/Boston-Hotels-Hotel-Commonwealth.h894999.Hotel-Information) ![Copley House](//images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/0af3b824_y.jpg) ### Copley House 10/10 Excellent "Really enjoyed it, would stay there again." [](https://expedia.ca/Boston-Hotels-Copley-House.h1482493.Hotel-Information) ![The Arcadian Hotel](//images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/f8ad7683_y.jpg) ### The Arcadian Hotel 10/10 Excellent "The breakfast buffet was picked over and not much left at 9:00 am. No bananas, no pastery." [](https://expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) ![The Lenox Hotel Boston](//images.trvl-media.com/lodging/1000000/10000/6500/6446/db068914_y.jpg) ### The Lenox Hotel Boston 10/10 Excellent "Food was amazing, facility lovely and the staff super helpful " [](https://expedia.ca/Boston-Hotels-The-Lenox-Hotel-Boston.h6446.Hotel-Information) ![Hyatt Regency Boston/Cambridge](//images.trvl-media.com/lodging/1000000/20000/16100/16079/944dfde2_y.jpg) ### Hyatt Regency Boston/Cambridge 10/10 Excellent "They have the best beds I've had in a hotel. We both slept well there." [](https://expedia.ca/Boston-Hotels-Hyatt-Regency-BostonCambridge.h16079.Hotel-Information) ![Hampton Inn & Suites Boston Crosstown Center](//images.trvl-media.com/lodging/2000000/1080000/1071900/1071878/925a86ed_y.jpg) ### Hampton Inn & Suites Boston Crosstown Center 10/10 Excellent "Clean. Noisy area" [](https://expedia.ca/Boston-Hotels-Hampton-Inn-Suites-Boston-Crosstown-Center.h1071878.Hotel-Information) ![The Boston Hotel](//images.trvl-media.com/lodging/101000000/100140000/100136300/100136229/3762e7f8_y.jpg) ### The Boston Hotel 10/10 Excellent "Good " [](https://expedia.ca/Boston-Hotels-The-Boston-Hotel.h100136229.Hotel-Information) ## Find out more about Ashland ## Ashland Guest Houses information | Number of reviews | 5,648 | | --- | --- | | Accommodation | 14 Guest Houses | | Lowest Price | CA $203 | | Highest Price | CA $525 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Boston Hotels](https://www.expedia.ca/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Hotels near Cochituate State Park](https://www.expedia.ca/Cochituate-State-Park-Hotels.0-l6070335-0.Travel-Guide-Filter-Hotels) - [Fayville Hotels](https://www.expedia.ca/Fayville-Hotels.d3000748874.Travel-Guide-Hotels) - [Residences in Fayville](https://www.expedia.ca/Fayville-Residences.d3000748874-aaResidences.Travel-Guide-Accommodation) - 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